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DateTitreDurée
16 Jun 2020Can You Do a Coronavirus-Related Distribution to Roth Conversion? - 27800:47:54

Is it possible to do a Roth IRA conversion with a Coronavirus-Related Distribution from your retirement accounts? Joe and Big Al will explain whether you can, and if you should. Plus, more stimulus payment questions, charitable giving strategies from your required minimum distribution, selling stock for tax-free capital gains and an analysis of exchange traded funds vs. mutual funds. Send in money questions and access the transcript and free resources in the podcast show notes: https://bit.ly/YMYW-278

18 Jul 2023When Will You Be Able to Retire? - 43800:31:31

Steven has got "one more year" syndrome. Can he retire at age 65? Today on Your Money, Your Wealth® podcast 438, Joe and Big Al spitball retirement for him, and for MB - can she and her husband live comfortably if she retires at age 59½? And for Johnny - does he have enough to fill the gap until retirement, and should his dad do Roth conversions before Johnny inherits his wealth? Is Austin maximizing his future gains by saving to his 401(k) at age 29, rather than his Roth IRA? But first, how can Mike and his wife leave their kids a lower tax bill when they pass?

Timestamps:

  • 00:45 - How to Leave the Kids a Lower Tax Bill When We Pass? (Mike, Boerne, TX - voice)
  • 04:24 - I Have "One More Year" Syndrome. Can I Retire at 65? (Steven, Exton, PA)
  • 08:30 - Can We Live Comfortably If I Retire at 59½? (MB, Louisville, KY)
  • 12:49 - Do I Have Enough to Fill the Gap Until Retirement? Should Dad Convert My Inheritance to Roth? (Johnny, El Dorado, CA)
  • 21:49 - Am I Maximizing Future Gains By Saving to Pre-Tax 401(k)? (Austin, Naples, FL)
  • 29:42 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-438 

  • Retirement Lifestyles Guide
  • Register for the Q3 Financial Markets Outlook live webinar, July 26, 2023, 12pm PT / 3pm ET
  • Episode Transcript
  • Ask Joe & Big Al On Air
22 Oct 20195 Unique Social Security Questions Answered - 24400:50:46

Social Security strategies if you are married to a younger spouse and have a minor child, affected by the windfall elimination provision, considering divorce for a better benefit, or unsure of the restricted application. And should you spend 401(k) money before taking Social Security? Next up, real estate: should you gift property now to reduce taxes later? Should you pay off your home? And the section 121 exclusion of gain from the sale of a principal residence on a split property. Transcript, show notes, and free financial resources: http://bit.ly/YMYW-244

07 Dec 2021Saving and Investing for Retirement with Company Stock, Bonds, and VTSAX? - 35500:32:57

How much company stock is too risky? Can I bonds be the "cash" in a portfolio? Would saving to a brokerage instead of 401(k) or 403(b) ever make sense? How should a self-employed investor in Vanguard's Total Stock Market Index Fund (VTSAX) get retirement-ready? How to pay for new home construction and keep the earned income and child tax credits? Should Roth conversion funds come from retirement, brokerage, or Social Security? Show notes, financial resources, Ask Joe & Al On Air: https://bit.ly/ymyw-355

09 Oct 2017Trump Tax Reform: More Jobs, Fairer Taxes, Bigger Paychecks? - 13500:57:37

Will the changes to tax brackets, deductions, exemptions, the alternative minimum tax, estate tax, individual taxes, small business taxes, corporate taxes and expenses in Donald Trump's "Unified Framework For Fixing Our Broken Tax Code" proposal provide more jobs, fairer taxes, and bigger paychecks as promised? Plus, Important Steps to Take in the Last 10 Years Before Retiring, and the financial dangers of fly-fishing with the wrong beer in retirement.

10 Sep 2024How to Get Into the Stock Market: Dollar Cost Average or Go All In? - 49400:42:52

TJ in Louisiana has been sitting on the sidelines, but now it’s time to get into the market. Should he dollar cost average, or just go all in? Margaret in California has an idea of selling a stock at a loss and buying a put option on that stock that expires after the 30-day waiting period. Does this work as a tax loss harvesting strategy? When is it worth it for Brian in Charlotte, North Carolina to diversify beyond a basic three-fund portfolio? Should Christine in San Diego convert her variable annuity to a fixed indexed annuity? That’s all today on Your Money, Your Wealth® podcast 494 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, how should Dean in Columbus, Georgia invest inherited retirement money? Are Jen and John on track for retirement, and how should they fund their home remodel? Are there any negative consequences for Steve in Pennsylvania if he finds a new financial advisor just a few months after hiring his current advisor? The fellas also talk through how Chris can give money to charity from his required minimum distributions. And finally, Terry calls in with a follow-up question about whether a solo 401(k) is an option to avoid unrelated business income tax (UBIT).  Access all the following free financial resources and the episode transcript: https://bit.ly/ymyw-494

SCHEDULE: free financial assessment

DOWNLOAD: Investing Basics Guide

DOWNLOAD: 10 Steps to Improve Investing Success

DOWNLOAD: Retirement Readiness Guide

WATCH YMYW TV: How Your Home Can Create Retirement Income

READ THE BLOG: Factor Investing: What Is It? Should You Be Doing It?

SUBSCRIBE: YMYW on YouTube

REQUEST: Retirement Spitball Analysis

DOWNLOAD: more free guides

READ: financial blogs

WATCH: educational videos

SUBSCRIBE: YMYW Newsletter

Timestamps:

00:00 - Intro

01:13 - I Want to Get Into the Market. Dollar Cost Average or Go All In? (TJ, Louisiana)

07:08 - Does This Tax Loss Harvesting Strategy Work? (Margaret, CA)

07:45 - When Is It Worth Diversifying Beyond a Basic Three Fund Portfolio? (Brian, Charlotte, NC)

13:33 - Factor Investing: What Is It? Should You Be Doing It? - Read the blog, Download the Investing Basics Guide and 10 Steps to Improve Investing Success

14:00 - Should I Convert a Variable Annuity to Fixed Index Annuity? (Christine, San Diego)

18:21 - How to Invest Inherited Retirement Funds and Where to Save Extra Money? (Dean, Columbus, GA)

21:50 - How Should We Fund Our Home Remodel? Are We On Track for Retirement? (Jen and John, California)

29:43 - How Your Home Can Create Retirement Income: Watch YMYW TV, Download the Retirement Readiness Guide

30:15 - Solo 401(k) to Avoid Unrelated Business Income Tax (UBIT)? (Terry - voice)

32:31 - Switching to a Fee Only Advisor: Any Negative Consequences? (Steve, PA)

37:19 - Intelligent Charitable Giving Through Qualified Charitable Distributions (Chris)

41:05 - Outro

23 Jan 20195 Key Attributes That Make Millionaires Successful - 20500:38:30

Chris Hogan of Ramsey Solutions talks about his brand new book, Everyday Millionaires: How Ordinary People Built Extraordinary Wealth – and How You Can Too. Joe and Big Al answer your money questions: do the stretch IRA rules apply to 401(k)s? Do you need to get an annual property appraisal if you own real estate in a self-directed IRA? And what is the best strategy for saving into retirement accounts and making Roth IRA conversions? Plus, a tribute to Jack Bogle of Vanguard, and a look at states’ efforts to develop financially literate high school students. Transcript and show notes: http://bit.ly/YMYW-205

11 Apr 2023Investments vs. Retirement Withdrawal Strategy, FDIC Insurance - 42400:43:56

Should retirement living expenses be drawn from your stable value fund, your CD or money market, brokerage account, or FDIC insured bank accounts? Can you even trust the banks after the recent bank failures? What about sequence of returns risk? Which investments are best for long-term retirement savings when you’re early in your career? Joe and Big Al explain why your strategy for retirement savings and withdrawals should be your first step - before you consider investments, asset classes, or sectors. 

Timestamps:

  • 00:49 - Stable Value Fund Vs. Brokerage Account for Living Expenses? (Sharon, Waukesha - voice)
  • 09:08 - Sequence of Returns Risk: Should I Save for 5 Years in CD, Money Market or Brokerage Account? (Carlos, Tampa Bay)
  • 15:46 - High Income and Tax-Deferred Savings, Low Tax Rate: Where Should I Save? (Josh, Boston, MA)
  • 21:40 - Am I Overcomplicating My Investments at Age 35? (Mike, VA)
  • 29:44 - I’m 28. Should I Max Out Pre-Tax or Post-Tax 457 Plan Retirement Savings? (Michael)
  • 33:55 - How Does FDIC Insurance Work? SVB and Signature Bank Failures (Jon, Powhatan, VA)
  • 39:46 - Should We Roll 401(k) to Several FDIC-Insured IRA Accounts to Live Off Of? (Joan, Long Island, NY)

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-424:

  • YMYW Guide to Growing Your Wealth
  • Register for the Q1 2023 Market Update / Q2 2023 Financial Market Outlook Webinar, April 26, 12pm PT / 3pm ET with Pure Financial Advisors’ EVP and Chief Investment Officer, Brian Perry, CFP®, CFA. 
  • Episode Transcript
  • Ask Joe & Big Al On Air
13 Oct 2020All About the Backdoor Roth IRA Strategy - 29500:46:19

Should you wait until retirement to do a backdoor Roth IRA conversion? Plus, the pro-rata rule, self-employed modified adjusted gross income vs. AGI, and how capital gains work with Roth conversions. Also, strategizing for if and when the estate planning step up in basis tax laws change, whether a high yield savings account is good for investing $25K in cash, and listener comments on the show and the FIRE movement. Access transcript and financial resources, send in money questions: https://bit.ly/YMYW-295

10 Apr 201710 Tax Mistakes That Could Cost You Huge Penalties — Or Worse - 11000:57:07

The pros and cons of taking Social Security before full retirement age, tax mistakes that could cost you huge penalties or worse, IRA myths, the morality of found money, and what Joe and Big Al know and love about social media. The fellas also answer emails about making 40% annual returns on your investments, and sound strategies for putting inherited IRA money into a Roth.

19 Oct 2021Medicare, Social Security, and FIRE Early Retirement - 34800:40:45

How to calculate modified adjusted gross income (MAGI) for Medicare IRMAA, Social Security benefits when you’re planning to FIRE (Financial Independence / Retire Early), family Social Security benefits for those with minor children, and a strategy to qualify for the Obamacare ACA subsidy. Plus, Roth conversions prior to early retirement, and untangling stock options, long-term incentives (LTI), and restricted share units (RSU). Show notes, free resources, Ask Joe & Al On Air: https://bit.ly/ymyw-348

08 Oct 2019Investing the Money from a Real Estate Sale - 24200:45:53

You've sold your primary residence or your rental property. How should you invest real estate proceeds for retirement? When do Joe and Big Al say you shouldn't do a Roth conversion? What’s the math on federal vs state taxes when doing a Roth conversion if you move to a no income tax state? And how is your pension taxed if you move? Transcript, free resources, and show notes at http://bit.ly/YMYW-242

19 Nov 2019Is a Roth Conversion Affected By Social Security? - 24800:43:36

Will a Roth IRA conversion be impacted by your Social Security benefit or vice versa? Plus, today we're talking Social Security spousal and survivor benefits, Roth IRA conversions, earned income, ordinary income, modified adjusted gross income, and taxable income. We’re also talking about taking this job, shoving it, and doing Roth conversions all the way to Tennessee! Ask money questions, read the transcript & access free financial resources: http://bit.ly/YMYW-248

03 Sep 2024How Much Money Do You Need to Retire ASAP? - 49300:50:16

Can "Alanis" retire early at age 60? With "Barney and Betty’s" spending patterns, can they retire ASAP? "Daisy and Donald" need retirement income for 40 years. Can they retire now? That’s today on Your Money, Your Wealth® podcast 493 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, we review the results of the 7th Annual YMYW Podcast Survey (congratulations to jemart for winning the Amazon e-gift card!) and Joe and Big Al take on some critical YouTube comments from Keith, following their interview with Ed Slott, CPA. 

Access all the following free financial resources and the episode transcript: https://bit.ly/ymyw-493

WATCH: Retirement Pop Quiz on YMYW TV

DOWNLOAD: Retirement Readiness Guide

REQUEST: Retirement Spitball Analysis

SCHEDULE: free financial assessment

SUBSCRIBE: YMYW on YouTube

DOWNLOAD: more free guides

READ: financial blogs

WATCH: educational videos

SUBSCRIBE: YMYW Newsletter

Timestamps: 

00:00 - Intro

00:57 - Are My Estimates Solid for Early Retirement at Age 60? ("Alanis", WA)

10:39 - Watch Retirement Pop Quiz on YMYW TV and Download the Retirement Readiness Guide

11:20 - How Much Money Do We Need to Retire ASAP? ("Barney and Betty", NE New Jersey)

24:36 - Can We Retire Now? ("Daisy Duck", Emerald City)

30:48 - Subscribe to the YMYW YouTube Channel

31:15 - 7th Annual YMYW Podcast Survey Results

38:54 - Comment: Keith Doesn't Like Ed Slott or Roth Conversions

47:45 - Outro

48:58 - The Derails

14 Dec 2021Spitballing Retirement and the Build Back Better Tax Proposal - 35600:44:48

Should those in the 35% tax bracket contribute to traditional 401(k) or Roth 401(k)? Should a self-employed cryptocurrency investor do Roth conversions or tax gain harvesting? Also, a retirement spitball for a couple, age 35, wanting to retire with $5M at age 60. Plus, do the SECURE Act rules for required minimum distributions (RMDs) apply when inheriting an inherited IRA? Finally, comments on the latest Build Back Better Act. Show notes, financial resources, Ask Joe & Al On Air: https://bit.ly/ymyw-356

17 Jan 2023SECURE Act 2.0 & Retirement Rich, Cash Poor - 41200:46:24

Joe and Big Al are back with a SECURE Act 2.0 recap and a proposed backdoor 529 plan strategy from the new law. Plus, is there a scenario where it makes sense to not max retirement accounts, to avoid being retirement rich and cash poor? Also, the fellas’ thoughts on a break-even point for Social Security, required minimum distributions (RMD) from inherited IRAs, and of course, Roth IRA strategies: as in, the 5-year rules for Roth withdrawals, preserving Roth money and avoiding early withdrawal penalties, and Roth conversions to offset brokerage account losses. Show notes, transcript, free financial resources - including the free guide to the SECURE 2.0 Act - and to Ask Joe & Big Al On Air for your Retirement Spitball Analysis: https://bit.ly/ymyw-412

26 Oct 2021How to Pay the Tax on a Roth Conversion - 34900:46:40

Learn the basics of Roth IRA conversions, how to calculate the tax on a Roth conversion, when to pay the tax, and more. Plus, ideas for what to do with unused 529 plan education savings funds, rules for 401(a) accounts, understanding the alternative minimum tax, the latest tax proposals, how to calculate employer solo 401(k) contributions - and that’s just the tip of the iceberg. Visit the podcast how notes for free financial resources and to Ask Joe & Al your money questions: https://bit.ly/ymyw-349

04 Jun 2019New Retirement Legislation: Death to the Stretch IRA? - 22400:38:41

Professor Jamie Hopkins (Carson Wealth & Heider School of Business/Creighton University) talks about impacts the SECURE Act could have on retirement planning - particularly the end of the stretch IRA provision, which allows inherited individual retirement accounts to remain tax-deferred. Plus, how to reduce taxes when you have significant capital gains, when you can take tax-free and penalty-free 457 distributions, and whether or not to max out your 401(k). Transcript & show notes: http://bit.ly/YMYW-224

05 Mar 2024How Much Should You Convert to Roth IRA? - 47100:53:45

Big Tex, Paul in Maryland, and Nick in Alabama all need to know how much money they should convert to Roth to pay as little tax as possible, today on Your Money, Your Wealth® podcast 471 with Joe Anderson, CFP® and Big Al Clopine, CPA. Johnny and June forgot to convert their backdoor Roth money - are they in trouble? Darren in Nevada has no plans at all to do Roth conversions, but surprisingly still listens to YMYW, and still wants a spitball on his retirement and real estate investment strategies. Plus, can Lolly Pop in New Jersey be less miserly and back off on saving for retirement? Can John in South Carolina use this year’s lower income to reduce his Medicare premiums? And finally, if Ordinary Guy in Boston meets an untimely demise, should that change his plans to retire early? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-471

Timestamps:

  • 00:00 - Intro
  • 00:58 - Can I Use This Year’s Lower Income to Reduce My Medicare Premiums? (John, South Carolina - voice)
  • 04:39 - Forgot to Convert our Backdoor Roths. Are We in Trouble? (Johnny and June, Oakland, CA - voice)
  • 07:47 - Is Retiring This Year Doable? Should We Convert to Roth? $1.8M Saved, Spend $140K/Year (Big Tex - voice)
  • 13:55 - DIY Retirement Guide - limited time offer - download by Friday, March 8, 2024!
  • 15:05 - Should I Convert My Entire SEP-IRA If I’m Staying in the Highest Tax Bracket? (Paul, Baltimore, MD)
  • 20:51 - $11M+ at Age 46. How Much Roth Conversion and When to Retire? (Nick, AL)
  • 24:42 - Can I Back Off on Retirement Saving So I Can Be Less Miserly? (Lolly Pop, NJ)
  • 30:43 - Financial Markets Master Class webinar - watch on demand
  • 31:24 - Spitball on My Retirement and Real Estate Investment Strategies (Darren, NV)
  • 38:28 - Should My Untimely Demise Change Our Early Retirement Plans? (Ordinary Guy, Boston, MA)
  • 48:10 - The Derails
06 Oct 2020Rebalancing Your Retirement Portfolio in Market Downturns - 29400:47:42

Retirement portfolio rebalancing when the market goes down, accumulation, de-accumulation, dollar cost averaging, and IRR, ROR, and CAGR (not "kegger") as ways of calculating rates of return on investments. Plus step-up in basis, required minimum distributions or RMDs, capital accumulation life insurance plans, tax planning for new homebuyers, spousal Social Security benefits, and of course, backdoor Roth IRA conversions. Access transcript & financial resources, send in money questions: https://bit.ly/YMYW-294

29 May 2018Jonathan Clements on The Secret to Defeating Ingrained Financial Failure Instincts - 17100:44:01

Jonathan Clements (HumbleDollar.com, former Wall Street Journal columnist) on how to get from here to financial happiness and success, defeating the instinctual urges ingrained in us by our ancestors that often lead to financial failure. Plus, should you give your graduate the gift of a Roth IRA? Listen and learn why that gift could be worth $2 million. And what are the chances that you’ll be subject to an IRS tax audit - by agent Will Smith?? Transcript and show notes at http://bit.ly/YMYW-171

25 Apr 2023Spitballing Retirement Real Estate and Tax Strategies - 42600:41:54

Gidget wants to find her very own Moon Doggie so she can get married and reap that sweet, sweet capital gain exclusion when she sells her house. What do Joe and Big Al think, and can they help her find a man? Plus, is real estate a good investment for retirement income? Is taking out a TSP (thrift savings plan) loan to pay off your mortgage a good idea? Also, the fellas spitball a tax and ACA (Affordable Care Act) strategy, a FIRE strategy - well, financial independence, but not necessarily retire early - and they discuss capital gains taxes on RSUs (restricted stock units.) 

Timestamps:

  • 00:45 - How’s My Marriage Strategy for Extra Capital Gain Exclusion on the Sale of My Primary Residence? (Gidget, San Diego)
  • 10:46 - Is Real Estate a Good Investment for Retirement Income? (Doctor Jerry, Waco, TX)
  • 16:14 - Should I Pay Off My Mortgage with a Thrift Savings Plan Loan? (Jake - voice message)
  • 19:35 - Spitball Our Retirement, Tax Planning, and ACA Strategy? (John from LA - Lower Anderson, SC)
  • 26:31 - Do I Need to Pay Quarterly Capital Gains Taxes When I Sell RSUs? (Jerry, Redmond, WA)
  • 31:43 - FIRE Retirement Spitball Analysis: How to Structure Our Investments? (Jim, Washington State)

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-426 

  • 10 Tips for Real Estate Investors
  • Alternative Retirement Income Sources: Real Estate and Beyond webinar
  • Real Estate Investing: What Are Cash-on-Cash and Cap Rate? YMYW podcast episode 365
  • Episode Transcript
  • Ask Joe & Big Al On Air
17 Apr 2017The Trump Effect On The Markets - 11100:57:57

Investor optimism reached a 17 year high with the Trump Effect and emerging markets, but what does that really mean? Joe thinks being emotionally invested in your portfolio may serve you better in the long run. Al quizzes Joe on 6 basic retirement questions most Americans can't get right. Plus, gifting a Roth IRA to a grandchild, whether to sell a losing stock, and contributing to a Roth IRA after leaving employment.

03 May 2022Self-Employed Retirement, Fixed Index Annuities, and Investment Property - 37600:43:45

How does Social Security work for self-employed small business owners? Is there a solo 401(k) that allows after-tax contributions? How much cold, hard cash should you keep on hand? Why do advisors suggest buying a fixed indexed annuity, and how do qualified charitable distributions work? Finally, is it a good idea to pre-pay the mortgage on a real estate investment, and how do you calculate the tax on a home you inherited? Show notes, free financial resources, Ask Joe & Al On Air: https://bit.ly/ymyw-376

28 Dec 2021Roth Conversions, the Rule of 55, and Retirement Withdrawal Regrets - 35800:42:23

Spitballing Roth conversions: a conversion and pension lump sum strategy, converting vs. harvesting 0% long term capital gains, and how to avoid double taxed Roth conversions. Plus, how to allocate assets when using the Rule of 55? Do retirees regret not spending more in retirement? Will paying a thrift savings plan loan with real estate income avoid income tax? Will assets be better protected against litigation in a TSP or an IRA? Show notes, free resources, Ask Joe & Al On Air: https://bit.ly/ymyw-358

10 Dec 20249 Answers to Boost Tax-Free Roth Retirement Income - 50700:34:51

Joe Anderson, CFP® and Big Al Clopine, CPA spitball on paying the tax on your Roth conversions on Your Money, Your Wealth® podcast number 507. If you take the money out of your retirement account, what does Joe mean that you’ll be “paying the tax to pay the tax to pay the tax”? Can you pay it from the Roth account itself, or from your monthly pension tax withholding? Are the fellas wrong on this whole topic altogether? They also spitball on withdrawing Roth 401(k) contributions that were rolled to an IRA, those infamous 5-year rules for withdrawals from Roth accounts, when to do Roth conversions, saving to tax-deferred, taxable, or tax-free accounts, and how long-term capital gains taxes fit into the picture. Plus, consolidating individual stock investments and the fate of the home office deduction, and what Joe thinks about the Apple Podcasts reviewer that says he’s checked out.

Access all the free financial resources and the episode transcript: https://bit.ly/ymyw-507

DOWNLOAD The 5 Year Rules for Roth IRA Withdrawals 

DOWNLOAD The Withdrawal Strategy Guide

WATCH How to Break Through Retirement Barriers on YMYW TV

CALCULATE your free Financial Blueprint

REQUEST: Ask Joe & Big Al for your Retirement Spitball Analysis

SCHEDULE: free financial assessment

SUBSCRIBE: YMYW on YouTube

DOWNLOAD: more free guides

READ: financial blogs

WATCH: educational videos

SUBSCRIBE: YMYW Newsletter

Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

01:06 - Can I Withdraw Roth 401(k) Contributions That Were Rolled to IRA? (Peter LemonJello, FL)

05:32 - Paying the Tax to Pay the Tax” on Roth Conversions Clarified (David)

09:13 - Should We Save to Tax-Deferred Accounts, Backdoor Roth, or Brokerage? (David & Victoria, Cincinnati, OH)

15:23 - Watch How to Break Through Retirement Barriers on YMYW TV, Calculate Your Free Financial Blueprint

16:17 - Should I Do Roth Conversions at Age 66 If I Want to Retire at 70? (Mike, PA)

17:49 - You’re Wrong About Roth Conversion Tax Payments (Robert, YouTube)

20:20 - Can I Pay Roth Conversion Tax From Monthly Pension Withholding? (Big Toe Knee, YouTube)

20:45 - Should I Consolidate Individual Stocks Into ETFs? (Lu, YouTube)

22:44 - Do I Understand the 5-Year Rules for Roth Withdrawals? (NR, YouTube)

25:51 - Download the 5-Year Rules for Roth IRA Withdrawals and the Withdrawal Strategy Guide

26:39 - Was the Home Office Deduction Eliminated Under the Tax Cuts and Jobs Act? (George, YouTube)

27:30 - Contributing to Roth vs. Pre-Tax: Would It Count as Long-Term Capital Gains? (Moriel, YouTube)

30:16 - Is it a Good Idea to Pay Roth Conversion Tax Out of the Roth? (Michelle, Facebook)

31:35 - Joe is Completely Checked Out (Anonymous Apple Podcasts Review)

33:19 - Outro: Next Week on the YMYW Podcast

26 Dec 2023Roth & Retirement Spitball, Insurance, and the Origins of YMYW - 46100:40:34

Spitballing on early retirement and Roth conversions to finish 2023. How can Jack and Diane (no, the other, other Jack and Diane, these are the ones in Rochester, MN) bridge the gap to retirement at age 61? Can Michael in San Diego do a Roth conversion without it impacting his taxes? Plus, what should "the Flintstones" do with their whole life insurance policies? What spitballs of wisdom do the fellas have for Michael, who is “benefit-less” in Kansas City, MO? Then, we wrap up the final episode of the year with the YMYW origin story.

Timestamps:

  • 00:48 - How to Bridge the Gap to Retirement at Age 61? (Jack & Diane, Rochester, MN)
  • 06:04 - Can I Convert to Roth Without Impacting My Taxes? (Michael, San Diego)
  • 10:22 - What to Do with Whole Life Insurance Policies? (Wilma & Fred Flintstone)
  • 16:55 - Financial Strategies for the “Benefitless” (Michael, Kansas City, MO)
  • 23:46 - The Origins of YMYW
  • 36:14 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-461 

  • The Complete Roth Papers Package
  • Financial New Year’s Resolutions: Tips for Getting Your Finances in Order
  • The Economy, Currencies, Stocks, and 2024: End of Year Market Update webinar
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis
15 Aug 2023RSU, Mutual Funds, Bonds, and Annuities - 44200:52:02

What’s the best strategy for E-Dog’s restricted stock units with his employer, how are RSUs taxed, and how do Roth conversions fit into the mix? Plus, should Jay in Raleigh liquidate his annuities or follow “Stan the Annuity Man’s” advice and take the annual payments? Elisa wants to know how a mutual fund portfolio would work in retirement, and what’s a good way for listener Joe to invest in bonds in a taxable account to bring his portfolio back into proper balance? Finally, the fellas spitball on Medicare savings vs. Roth conversions for David, and an unrealized gain strategy on an UTMA education savings account for Jay in California.

Timestamps:

  • 00:50 - Restricted Stock Units: RSU Spitball Analysis (E-Dog, Boulder, CO)
  • 14:44 - Annuity Retirement Spitball Analysis (Jay, Raleigh, NC)
  • 26:36 - How Would a Mutual Fund Portfolio Work in Retirement? (Elisa)
  • 31:13 - Asset Location: How to Invest in Bonds in a Taxable Account to Rebalance? (Joe)
  • 35:09 - Medicare Savings Vs. Roth Conversions (David, Logan, NM)
  • 40:04 - UTMA College Savings Unrealized Gain Strategy (Jay, CA)
  • 47:05 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-442

  • Why Asset Location Matters - free guide
  • 6th Annual YMYW Podcast Survey - one randomly-chosen participant will win a $100 Amazon e-gift card!
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis
17 Dec 2017What You Need To Know Before You Buy or Sell Gold with Peter Hug - 14500:51:38

Peter Hug from Kitco Metals, Inc. describes the four types of people that buy precious metals, how to best buy and sell silver and gold yourself, and whether these commodities are similar to cryptocurrencies like Bitcoin and Blockchain. Joe and Big Al talk permanent vs term life insurance and tax reform. Plus, holiday gift ideas to transform the quality of life for the retirees in your life: they get new tech, and you get your third grade report card and high school lettermen’s jacket.

02 Mar 2021Are These Three Investment Products Too Good To Be True? - 31500:51:53

Should you invest in a real estate investment trust (REIT)? What about a fixed indexed annuity or structured notes? What can be done about an indexed universal life insurance plan purchased by an employer to replace a defined benefit plan? Plus, understanding qualified small business stock gain exclusion. Joe and Big Al also discuss the value of hiring a CERTIFIED FINANCIAL PLANNER™. Are they worth it? Access the transcript and financial resources, ask your money questions: https://bit.ly/YMYW-315

10 Aug 2021What to Do When You Own Too Much of One Stock - 33800:42:36

Ways to diversify concentrated stock positions, like using a donor-advised fund. How does the IRS know if a required minimum distribution is a qualified charitable distribution? From which pool of money should you pull extra retirement income? Also, structured notes, & paying Grandma for daycare without impacting taxes on her pension - lump sum or monthly payments? Finally, thoughts on starting a career in financial planning. Podcast survey, transcript, resources, Ask Joe & Al: https://bit.ly/ymyw-338

25 Sep 2017The Truth About Reducing Your Taxes Through Charitable Giving - 13301:00:11

In the aftermath of natural disasters at home and abroad, Elaine Martyn from Fidelity Charitable explains how donor-advised funds can make for tax efficient, high impact giving. Plus, how to protect yourself from identity theft following the Equifax security breach, financial tips for the five stages of your relationship, soap opera estate planning, Joe and Big Al’s beer tastes, and biker fashion.

10 Dec 20178 Ways To Avoid Holiday Debt Hangover & Save Big Cash with Laura Adams - 14400:59:27

Laura Adams, host of the Money Girl Podcast, joins the show this week to give us eight ways to save serious cash, so we can avoid the holiday debt hangover. (Can’t guarantee that you can avoid working out, though.) She also lays out how to tackling debt and whether you should lease your car or not. Plus, the latest tax reform news, and eight ways to create tax-free income. And is Joe going to start charging his dear sweet mother Ruthie rent when she comes to visit him from Minnesota?

03 Jul 2017Are You Retirement Ready? Calculate Your Power Percentage To Find Out - 12100:59:50

USA Today columnist Pete The Planner tells us how to calculate our Power Percentage for retirement readiness, and how to set house rules to get on the path to a successful retirement. Plus, 8 benefits of claiming Social Security later, how a Roth 401(k) may give you more purchasing power in retirement than a traditional 401(k), and Joe wants to grow a fro.

04 Sep 2018What You Need to Know About Social Security and Making Money - 18500:41:35

Answering your questions on how collecting a paycheck or investing during retirement might affect your Social Security benefits. Plus, "the Goddess of Social Security," InvestmentNews contributing editor and nationally recognized Social Security expert Mary Beth Franklin goes over the basics of Social Security, claiming benefits as a single person, a married couple, a public employee - and are you eligible for retroactive Social Security benefits? Transcript and show notes at http://bit.ly/YMYW-185

11 Jan 2022Should You Invest in the Stock Market or Buy Real Estate? - 36000:34:53

You’ve saved money for a house downpayment. Should you invest it in the stock market until you’re ready to buy that property? Should a young saver take as much investing risk as possible, or buy a condo? Plus, the tax-efficiency of robo-advisor brokerage account withdrawals, backdoor Roth conversions under the Build Back Better Act, using a charitable remainder trust to avoid inherited IRA tax under the SECURE Act, and your comments. Show notes, free resources, Ask Joe & Al: https://bit.ly/ymyw-360

13 Feb 2017How To Retire Early and 7 Retirement Rules For Anyone Over 50 - 10201:06:17

How to retire early - like, really early - and real estate investing with Andrew Fiebert from the Listen Money Matters podcast, Seven Essential Retirement Rules for Anyone Over 50, and Joe and Big Al answer emails about target date funds, making the most of your pension income, buying Mom’s house rather than inheriting it and determining capital gains on the sale of a rental. Original air date February 4, 2017.  Note that content may be outdated as rules and regulations have changed.

00:00 - Intro
00:50 - Department of Labor Fiduciary Rule: What It Means for You
10:48 - 7 Retirement Rules For Anyone Over 50
30:32 - Stocks, Bonds and Cash: How to Allocate Pension Income Assets 
36:50 - How to Retire Early, with Andrew Fiebert from Listen Money Matters podcast
47:31 - Real Estate Investing Tips
51:18 - How to Manage Mom's Financial Assets and Tax Planning
56:08 - How can I determine capital gains tax from the sale of a rental property?
01:02:15 - What do you think about target date funds?

27 Oct 2020The Barn Door, Garage Door, Mega Backdoor Roth IRA Conversion - 29700:35:25

What is the MEGA backdoor Roth IRA conversion and should you do one? How do you create retirement income for the gap between retiring at 66 and taking Social Security at 70 and RMDs at 72? Joe and Big Al also answer a question on the taxation of an overseas inheritance, and they discuss your comments. Access the episode transcript and financial resources and send in your money questions to be answered on the YMYW podcast: https://bit.ly/YMYW-297

15 Jan 2019Liz Ann Sonders: Recession Inevitable, the Question is When? - 20400:44:14

Liz Ann Sonders (Chief Investment Strategist, Charles Schwab & Co.) provides insight on what happened in the market in 2018 and her outlook for 2019. Liz Ann discusses the causes of recent market volatility, the Fed funds rate, the possibility of a recession in 2019 and what investors should do now. Plus, Joe and Big Al answer your email questions: If you're saving 55% of your income, should you keep saving or have more fun? Should you save for kids' college or your own retirement? Isn't deciding when to take Social Security a lifestyle choice? Finally, a look at how the gurus fared with their 2018 market predictions. Transcript & show notes: http://bit.ly/YMYW-204

22 May 2018Can Market Predictors Make You a Better Investor? - 17000:43:34

Larry Swedroe, Director of Research at Buckingham Strategic Wealth and columnist at ETF.com, talks about how his views on active vs. passive investing, the value premium, market predictors and expected returns held up since he wrote his first book 20 years ago - and how he feels today about global diversification and alternative investments. Plus, Joe and Big Al talk dynasty trusts, for those with an estate like Secretary of the Treasury Steve Mnuchin, who is worth about $300 million. Transcript and show notes at http://bit.ly/YMYW_170

26 Jun 2018How to Rock Retirement With The Retirement Answer Man - 17500:57:28

The Retirement Answer Man, Roger Whitney, CFP® talks about his book, Rock Retirement: A Simple Guide to Help You Take Control and be More Optimistic About the Future (listen to find out how to get a free copy!) Also, in some states, you may be able to pay your state taxes as a charitable donation and get a tax deduction, but Joe and Al explain why you might want to be careful with that. Plus, 5 hidden taxes that could bite you in retirement, the fellas help a listener make the most of her passive losses, and what’s the latest with the deductibility of home equity loans? Transcript and show notes at http://bit.ly/YMYW-175

11 Jul 2023Two Unspoken Assumptions About Collecting Social Security - 43700:50:55

YMYW listener Alan feels that there are two unspoken assumptions that many different podcasters make when it comes to claiming Social Security benefits. Joe and Big Al spitball on those assumptions, along with safe retirement withdrawal rates before and after Social Security and pension for Rick and Jen, and a thrift savings plan (TSP) and Social Security retirement strategy for Theresa. Plus, Mark and his wife are semi-retired at 51 and 44. Are they going to run out of money? Where should Mary be saving for retirement, and how should she handle large Roth conversions before required minimum distributions (RMDs) kick in?

Timestamps:

  • 00:45 - Unspoken Assumptions About Collecting Social Security? (Alan, Daufuskie Island, SC)
  • 09:38 - Safe Withdrawal Rates Before and After Social Security & Pension (Rick & Jen, Atwater, OH)
  • 19:25 - Thrift Savings Plan and Social Security Retirement Strategy (“Theresa”)
  • 29:28 - Retirement Spitball: Will We Run Out of Money? (Mark, St. George, UT)
  • 37:37 - Where to Save for Retirement and Roth Conversions Prior to RMDs? (Mary, small town Indiana)
  • 47:54 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-437 

  • Social Security Handbook
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis
08 Feb 2022Covered Call Investing Strategies Explained, RMDs, and Social Security Taxation - 36400:42:04

Covered calls, preferred stocks, interest on series I bonds, required minimum distributions (RMD) from your retirement accounts and when they must begin, using retirement savings at age 72 to buy a home, calculating the highest possible Social Security benefit, and how it may be taxed. Plus, listener comments about YMYW and Andi’s record collection! Show notes, free resources, transcript, Ask Joe & Al On Air: https://bit.ly/ymyw-363

30 Apr 2019Standup Comedy: Gid Pool's Retirement Hustle - 21900:51:12

Gid Pool took a standup comedy class 13 years ago at age 61 on a lark. He shares the story of his retirement hustle, traveling the US and 50+ countries as a standup comic, inspirational speaker, and the author of Act II and Beyond: Making the Rest of Your Life Spectacular. Plus, Joe and Big Al follow-up on ERISA protection for SEP IRAs, they discuss the Qualified Business Income Deduction for owners of rental real estate, and they offer financial tips and investing ideas for high school grads and college students. Transcript & show notes: http://bit.ly/YMYW-219

30 Jul 2024Market Timing Retirement Withdrawals and Roth Conversions - 48800:48:53

Is timing the market when you withdraw money from your retirement accounts or do Roth conversions an effective strategy to minimize tax and maximize returns for YMYW listener Robert? That’s today on Your Money, Your Wealth® podcast 488 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, should Doug change his 60/40 asset allocation, and should he start a solo 401(k)? Jefe plans to withdraw from his retirement accounts beyond the top of the 24% tax bracket for the first few years of retirement. Is there any reason to put it in a brokerage account rather than converting it to Roth? The fellas also spitball on Roth conversion methods and strategies for Srinivas, Todd, and Debbie, and JZ in California, and they spitball on JZ in New York’s “bucketing” strategy for early retirement withdrawals. Free financial resources and transcript: https://bit.ly/ymyw-488

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Timestamps:

00:00 - Intro

01:42 - Is This the Correct Way to Convert to Roth and Avoid IRS Penalty? (Srinivas, Chicago)

06:51 - Deposit Withdrawals Above Our Tax Bracket in Taxable Account or Do Roth Conversions? (Jefe, TX)

10:12 - Should I Change My Asset Allocation? Should I Start a Solo 401(k)? (Doug, Cave Creek, AZ)

16:22 - Should I Convert $1M IRA to Roth Up to 22% Tax Bracket? (Todd, Flagstaff, AZ)

19:39 - Market Timing Retirement Withdrawals and Roth Conversions (Robert, Southern Maine)

25:28 - My Son Says I Should Do Roth Conversions. Is He Right? (Debbie, Rural Wisconsin)

32:39 - Spitball on Our “Bucketing” Strategy for Early Retirement Withdrawals (JZ, upstate NY)

39:50 - Roll IRA to 401(k) for Backdoor Roth With No Additional Tax? (JZ, California)

43:04 - Hawk Tuah Spitball

45:39 - The Derails

09 Jul 2024Retirement Planning With a Large Age Difference: A Case Study | YMYW Extra - 600:42:21

He's 56, she's 32. How does this 24-year age difference impact retirement plans for "Bonnie and Clyde", and what strategies should they implement now for the most tax-efficient retirement possible in the future? While Joe Anderson, CFP® and Big Al Clopine, CPA are on vacation, Your Money, Your Wealth® podcast producer Andi Last enlists the help of Pure Financial Advisors' Managing Director Jake Greenberg, CFP®, ChFC® for a video case study (complete with visual aids!) on YMYW Extra number 6. Into which types of accounts should Bonnie and Clyde save for retirement? How much of their savings should they convert to Roth and when? Free financial resources and transcript: https://bit.ly/ymywe-6

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Watch the video spitball: https://youtu.be/YwG3pZ3U8IU

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01:19 - Bonnie & Clyde's Financial Situation
06:56 - Health Savings Accounts Explained
08:16 - Real Estate Plans
09:42 - Contribute to Brokerage Account or Roth 401(k)?
11:01 - Bonnie & Clyde's Pre-Financial Assessment: A Video Case Study
23:28 - Tax Diversification Visualized
30:02 - Roth Conversions: When and How Much? Current and Future Tax Brackets Visualized
35:53 - Age Difference and Retirement Date Differences
27:15 - Bonnie and Clyde's Cars, Drinks and Pets
39:57 - Final Thoughts

 

10 Oct 2023Retirement Withdrawals: What's a Safe Distribution Rate? - 45000:35:10

How much can you safely spend in retirement? Is the four percent rule outdated? Joe and Big Al spitball on a safe retirement distribution rate for those in the 55-60 age range for Clay in Ohio. They also spitball on withdrawal rates when there’s a pension in the mix for Jonny and June in the Bay Area of California, and for William in Maryland, who is concerned he might be exposing himself to sequence of returns risk by spending too much in early retirement. Plus, when does Dan have to take required minimum distributions from the IRA he inherited from his Dad in 2021? Finally, Wayne in San Diego wants to know how to protect his bank accounts from FedNow, the Federal Reserve’s new peer-to-peer payment system.

Timestamps:

  • 00:53 - What’s a Safe Retirement Distribution Rate? (Clay, OH)
  • 07:57 - Can We Retire at Ages 50 and 48? (Johnny & June, East Bay, CA)
  • 19:01 - Spitball My Retirement Withdrawal Rate (William, MD)
  • 24:50 - When Am I Required to Take Money From My Inherited IRA? (Dan)
  • 28:54 - How to Protect Money From FedNow? (Wayne, San Diego)
  • 32:37 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-450 

  • Withdrawal Strategy Guide - free download
  • Withdrawal Trap Doors: How to Avoid Them! YMYW TV
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis
10 Jul 2017Is Stock Picking Dying Because There Are Fewer Stocks? - 12201:05:47

Financial researcher Larry Swedroe offers several reasons you may not be getting the returns you’ve enjoyed in the past, and he challenges Jason Zweig’s assertion in the Wall Street Journal that it’s because there are fewer stocks to choose from. Plus, 4 Ways To Reduce RMD Taxes - what are QCDs and QLACs, anyway? And, can you retire at 60 when you’re 43 and have no savings? How do chauffeurs and ambulances play into that equation?

20 Apr 2021Pay Down the Mortgage or Buy Long Term Care Insurance? - 32200:36:58

Fielding emails on a wide range of personal finance topics: ex-spouse Social Security benefits, paying the mortgage or buying long-term care insurance, how the FIRE community uses the Roth conversion ladder, tax rules for sole proprietors hiring minors, using excess 529 plan education savings, paying taxes or paying back a Coronavirus Related Distribution, and when to file form 8606 to report IRA contributions. Access the transcript and financial resources, ask your money questions: https://bit.ly/YMYW-322

29 Jan 2019How to Avoid the Five Horsemen of the Retirement Apocalypse - 20600:43:38

Larry Swedroe (Buckingham Strategic Wealth) talks about his 16th book, Your Complete Guide to a Successful and Secure Retirement, the two biggest retirement mistakes, and what Larry calls the five horsemen of the retirement apocalypse. Plus, is there a way to consolidate your investment portfolio before you retire and avoid paying capital gains tax? Also, dancing to stave off dementia, the world of golf, and China and Brexit news - but probably not what you're expecting. Transcript and show notes: http://bit.ly/YMYW-206

16 Feb 2021Are You Financially Ready for Retirement? - 31300:58:48

A retirement plan spitball analysis for an engineer wondering if he can afford to retire, required minimum distribution questions answered, and discussion on when to stop contributing to tax-deferred accounts, when to start Roth conversions, and a conversion strategy for someone with no income. Plus, "conversation" - not advice - about Joe's possible wallet syndrome, and a limerick and music from Paul Lemire. Access the transcript and financial resources, ask your money questions: https://bit.ly/YMYW-313

20 Dec 2022Who to Trust? Second Opinion Retirement Spitball - 40900:42:18

Can you trust the opinion of just one advisor when planning for your entire financial future? Joe and Big Al spitball their second opinions for some retirement plan and Roth conversion strategies, they illustrate one way some financial advisors may be acting in their own best interests, and they explain how to determine if you’re on track for a successful retirement. Plus, can you take penalty-free withdrawals from a Roth TSP to Roth IRA rollover in order to bridge the gap until age 59½? Will paying for a home remodel with Roth conversion funds avoid tax? And, should you use Roth conversion money for these purposes? Show notes, free financial resources, transcript, Ask Joe & Big Al On Air: https://bit.ly/ymyw-409

15 Oct 2024How to Get Into Real Estate Investing, Spitballing Retirement - 49900:34:24

Are real estate investment trust (REIT) ETFs a good way for Leon to begin investing in real estate? Can AI Seth stay retired at age 52, and should he do Roth conversions? Jenn in Ohio wants the fellas to be brutally honest about whether she should move with work, take a break, or retire now. And "George and Weezy" are in their mid-50s - can they "move on up" to a deluxe retirement lifestyle in 2026, or even earlier? That’s all today on Your Money, Your Wealth® podcast 499 with Joe Anderson, CFP® and Big Al Clopine, CPA. Access free financial resources and the episode transcript: https://bit.ly/ymyw-499

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00:00 - Intro: This Week on the YMYW Podcast

00:47 - Are REIT ETFs a Good Way to Get Into Real Estate Investing? (Leon, Chicago - voice)

09:15 - Watch Steps to Financial Success: Grow Your Wealth at Any Age on YMYW TV, Download the Guide to Growing Your Wealth

09:49 - Can AI Seth Stay Retired at Age 52? Should He Do Roth Conversions? (Montana, voice)

16:41 - Move With Work, Take a Break, or Retire Now? Be Brutally Honest (Jenn, OH)

21:23 - Calculate Your Financial Blueprint, Schedule a Financial Assessment - both free!

22:02 - Deferred Comp: Can “George and Weezy” Retire in 2026 or Earlier? (IL)

33:18 - Outro: Next Week on the YMYW Podcast

01 Aug 2023Are Roth Conversions Really As Good as They Sound? - 44000:48:59

Christine isn’t sure that Roth conversions are all they’re cracked up to be. Erick needs a retirement spitball analysis for his Roth conversions, annuities, and the real estate in his self-directed IRA, Billy the disgruntled attorney wants to know if he can retire now, and Zach wonders just how bad is it to rely on the lottery for retirement? But first, Joe and Big Al spitball military retirement strategies.

Timestamps:

  • 01:16 - I'm 22, Military. Should I Be Spending More Instead of Saving So Much? (Cole - voice)
  • 06:19 - I'm 27. How Should I Max Out Military and Second Job Retirement Contributions? (Adam)
  • 09:08 - Retiring With Pensions at Ages 59 & 63. Is Our Retirement Plan Sound? (Scott, AL)
  • 16:55 - I’m Not Sure Roth Conversions Are as Good as They Sound! (Christine, Seattle)
  • 26:44 - Roth Conversion, Annuities, Real Estate in Self-Directed IRA Strategy? (Erick, CA)
  • 37:23 - Can a Disgruntled Attorney Quit and Retire Now? (Billy, Joplin, MO)
  • 39:53 - Just How Bad an Idea Is Relying on the Lottery for Retirement? (Zach, Tuscaloosa, AL)
  • 47:18 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-440:

  • 6th Annual YMYW Podcast Survey - one randomly-chosen participant will win a $100 Amazon e-gift card!
  • Financial benefits for military families
  • 2023 Key Financial Data Guide
  • Episode Transcript
  • Ask Joe & Big Al On Air
14 Jan 2020Your SECURE Act Retirement Questions Answered - 25600:35:43

Joe and Big Al tackle your SECURE Act retirement planning questions: how minors can distribute inherited IRAs, whether a trust should be your IRA beneficiary, and what effect the new law has on required minimum distributions, or RMDs, and qualified charitable distributions, or QCDs. Plus, the fellas get schooled by YMYW listeners on their Thrift Savings Plan miss in episode 254. Ask money questions, read the transcript & access free financial resources: http://bit.ly/YMYW-256

21 Sep 2021It Could Be Over for the Mega Backdoor Roth IRA - 34400:47:17

Joe & Big Al outline the House Ways and Means Committee's sweeping tax proposal that would impact Roth contributions, Roth conversions, RMDs, the backdoor Roth IRA and mega backdoor Roth (Megatron), marginal and capital gains tax rates, wash sale rules, and more. Plus, safe retirement income and withdrawal strategies, when NOT to do a Roth IRA conversion, and solo 401(k) retirement savings for self-employed small business owners. Show notes, free resources, Ask Joe & Al On Air: https://bit.ly/ymyw-344

07 May 2024401(k) vs. Roth: Where to Save for Retirement - 48000:41:40

Kyle and his fiancée are in their 30s, have done a great job saving, and are in a high tax bracket. Would it make more sense for them to contribute to their 401(k)s or Roth 401(k)s for retirement? Mick’s wife Pam has both W-2 and sole proprietor income - where should she save for retirement? That’s today on Your Money, Your Wealth® podcast 480 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, the fellas spitball for Janet on where junk bonds belong in a portfolio, they untangle the pro-rata and aggregation rules concerning 401(k) to Roth conversions for Nancy, and they spitball on whether Cary and Mark should retire now or work for two more years when pensions will provide them an extra $50K a year. Free financial resources and transcript: https://bit.ly/ymyw-480

2024 Key Financial Data Guide - free download

Timeless Wisdom from Warren Buffet and Charlie Munger, Berkshire Hathaway’s Dynamic Duo - read the blog

Understanding Stock Market Indexes - read the blog

Free retirement calculator - EASIretirement.com

Ask Joe & Big Al On Air for your Retirement Spitball Analysis

Timestamps:

  • 00:00 - Intro
  • 00:57 - We're in Our 30s and in a High Tax Bracket. Where Should We Save for Retirement? (Kyle, WI)
  • 07:34 - Junk Bonds Explained (Janet, the Bronx)
  • 13:19 - Does Pro-Rata Rule Apply When Converting 401(k) to Roth 401(k)? (Nancy, SE Wisconsin)
  • 20:37 - We Have $4M. Should We Retire Now or in Two Years When Pensions Provide an Extra $50K/Year? (Cary & Mark, Los Angeles)
  • 27:50 - How to Save for Retirement with Sole Proprietor and W-2 Work? (Mick, Davis, CA)
  • 36:47 - The Derails
14 Mar 2023Mutual Funds vs. ETFs, SECURE 2.0 & Capital Gains Strategies - 42000:40:45

Are low-cost mutual funds or ETFs better investments in a tax-advantaged account? Also, more strategizing from that SECURE Act 2.0 529 plan provision, the pros and cons of selling a rental house now or holding it until you pass, and an easy-breezy self-employed retirement account that’s better than a SEP IRA. Plus, will municipal bond income bump you into a higher tax bracket? Can you avoid capital gains tax by investing less aggressively over time? 

Timestamps:

  • 00:00 - Intro
  • 00:46 - Mutual Funds vs. ETFs in a Tax-Advantaged Account? (Midwestfabs, St Paul, MN)
  • 08:06 - SECURE Act 2.0 529 Plan Strategy (Chris, Atlanta)
  • 14:51 - Will Municipal Bond Income Bump Me Into a Higher Tax Bracket? (Bobby, Philadelphia)
  • 26:31 - Can I Avoid Capital Gains By Investing Less Aggressively Over Time? (Joe, Aston, PA)
  • 33:12 - Pros and Cons of Selling a Rental House Right Now (Joe, Chula Vista)
  • 34:48 - An Easy Breezy Self-Employed Retirement Account Better than the SEP IRA? (Steve, Las Vegas)
  • 39:58 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-420

  • The SECURE 2.0 Circus: brand new YMYW TV and companion guide
  • Blog post: Self-Employed Tax Filing & Small Business Retirement Plans
  • The Ultimate Guide to IRAs
  • Episode Transcript
  • Ask Joe & Big Al On Air
  • (plus, cute dog photo alert! We’ve got Midwestfabs’ dog, “Jake-from-State-Farm”!)
11 May 2021Capital Gains Tax Vs. Ordinary Income Tax Explained - 32500:55:18

"Can you explain how long-term capital gains are 'stacked on top' of ordinary income?" Here are all the YMYW capital gains tax vs. ordinary income tax discussions, together in a single episode, to help you craft a tax-efficient strategy for managing dividends, Roth conversions, and paying less capital gains tax. Will your taxes be going up? Subscribe to the YMYW podcast and newsletter for the latest updates. Access the transcript and financial resources, ask your money questions: https://bit.ly/YMYW-325

15 Sep 2020Roth Conversions, Annuities and Inherited IRAs - 29100:43:54

Answering questions across the financial and retirement spectrum, with topics like when your traditional IRA is growing faster than you can convert to Roth, consolidating retirement savings, annuities, the SECURE Act and inherited IRAs, undoing SEP-IRA contributions, Roth conversions after age 72, offsetting conversion gains against tax-harvested losses, tax diversification beyond conversions, and what to do if you think you blew up your Roth IRA. Access the transcript, resources, send in money questions, and your chance at a $100 Amazon e-gift card in the show notes: https://bit.ly/YMYW-291

03 Dec 2019Tanja Hester on the Flexibility of Financial Independence - 25000:45:53

Tanja Hester (called the Matriarch of the women’s FIRE movement by the New York Times) returns to YMYW to discuss the value of our time, how it’s connected to our money, and the options financial independence provides for a life well-lived. Plus, Joe and Big Al answer questions about the balanced asset allocation strategy, taking a pension and another job AND Social Security, and what to do when your company changes 401(k) custodians. Ask money questions, read the transcript & access free financial resources: http://bit.ly/YMYW-250

11 Feb 2018How To Successfully Retire at 41 with Chris Mamula- 15301:04:35

Chris Mamula retired early - at age 41! He now blogs about his experiences at CanIRetireYet.com. How did he do it, after making a decade of retirement planning mistakes? Plus 5 Things to Consider Before Tapping Your Retirement Accounts, and the good, the bad and the ugly of the popular "guaranteed income" products known as annuities. But first, the fellas have a bone to pick with CNN Money about the confusing new business tax deduction.

06 Nov 2017Six Secrets to Living A Luxe Life & Still Saving Money - 13901:00:56

The Luxe Strategist offers six secrets to splurging on nice things while still saving 50% of your income. Joe and Big Al cover the latest on Trump tax reform, the retirement crisis, 7 Retirement Catch Up Strategies for Lifelong Procrastinators, and why caller Maria maybe shouldn't trade options. Plus, the fellas confess to their worst impulse purchases.

23 Nov 2021Retirement Spitballing, Social Security, and Hiring & Ghosting Financial Advisors - 35300:45:27

How does the “Buy, Borrow, Die” strategy of the uber-wealthy work? Stacking capital gains vs. Roth conversions, contributing to a non-deductible IRA vs. a brokerage account, and minimizing tax when a trust is the TSP beneficiary. Also, why delay Social Security to age 70 if you don’t need the money, and estimating benefits with a future salary of $0. Finally, can you “ghost” an advisor? Should you hire a financial advisor near you? Show notes, free resources, Ask Joe & Al On Air: https://bit.ly/ymyw-353

11 Aug 2020Dividend-Paying Stocks and Investing Strategies at All Ages - 28600:47:32

Investing strategies for dividend-paying stocks and how the pro-rata rule for Roth conversions work with dividends. Plus, Wealthfront, M1, Paul Merriman? Should young investors use a robo-advisor or pay for financial advice? Also, thoughts on a Vanguard retirement portfolio and ideas for self-employed small business owners to save money in retirement plans like SEP IRA, SIMPLE IRA, and Solo 401(k). Send in money questions and access the episode transcript and free financial resources: https://bit.ly/YMYW-286

22 Mar 2022Taxes and Real Estate Investing Explained - 37000:27:27

Can multiple rental property losses be written off against other properties or income? What are the pros and cons of putting investment property in an LLC? How do you get the best tax breaks on rental real estate? How does real estate depreciation work? What do you need to think about when turning your primary residence into a rental property? Is a home equity line of credit (HECM, reverse mortgage) a good idea? Also: a complicated property inheritance and self-funding long term care insurance. Financial resources, Ask Joe & Al On Air: https://bit.ly/ymyw-370

15 May 2017The Investing Lie Wall Street Needs You To Believe - 11401:08:05

Larry Swedroe, author of "Think, Act and Invest Like Warren Buffett," explains Wall Street's passive investing lie and what kind of returns you can really expect. Plus, how he relates investing performance to Babe Ruth and Roger Federer. Also, 5 Things Parents Need To Teach Kids About Money from Jack Kosakowski, President and CEO of Junior Achievement, 10 Retirement Planning Moves To Make in your 20s, and a closer look at Donald Trump’s tax outline.

 

28 Aug 2018How to Manage 8 Risks That Can Derail Your Retirement - 18400:55:03

Plenty of risks threaten retirement, and today we focus on managing risks from longevity, inflation, sequence of returns, taxes, interest rates, and lost opportunity. Plus, Professor Jamie Hopkins from The American College and the New York Life Center for Retirement Income talks about how our risky investor behavior needs Rewirement (which happens to be the title of his most recent book), how a reverse mortgage can help, and why "set it and forget it" may also be a risk to retirement. Transcript and show notes at http://bit.ly/YMYW-184

12 Jun 2018Life Insurance, Long Term Care, Annuities, and Ranting About Reddit - 17300:40:41

A Reddit thread about getting sold life insurance when going to a life insurance company for financial planning gets Joe Anderson, CFP® ranting! To make sure Joe’s insurance rant doesn’t apply to you, and to help you avoid buying insurance you don't need, Paul Lim CFP® talks about term life insurance, permanent life insurance, long-term care, and annuities: what they are, when you need them, and how they fit into your overall financial plan. Transcript and show notes at http://bit.ly/YMYW-173

12 Oct 2021What's the Right Mix of Stocks and Bonds for Your Investment Portfolio? - 34700:37:35

Asset allocation is the delicate balance of stocks, bonds, and other assets in an investment portfolio. What allocation is best for your retirement needs? What mix of domestic and international stocks is best? Is a 90/10 equities to fixed income mix crazy in a $10M portfolio? Should Dad be at 90/10 or 60/40? Can pension & Social Security count as a bond allocation? Plus, legacy tax planning: how to avoid confiscatory estate taxes? Show notes, free resources, Ask Joe & Al On Air: https://bit.ly/ymyw-347

19 Jun 2018Will Cryptocurrencies Disrupt Real Estate Investing? - 17400:46:31

Cryptocurrencies have taken investing into risky, adventurous new territory over the past few years, and now a new blockchain-based real estate investing platform wants a place in your portfolio. Learn more about it and about Sam Ball, the young investor and Twitter influencer promoting it. Plus, how not to screw up your Roth conversion and legal ways to get tax-free retirement income. Transcript and show notes at http://bit.ly/YMYW-174

22 Sep 2020Will Estate Tax Law Changes Affect Your Family Financial Plan? - 29200:52:49

How might Joe Biden's or Donald Trump’s changes to the lifetime estate tax exemption impact your estate plan? Plus, is there any reason to have pre-tax retirement accounts? How long does money have to be in a traditional IRA before a backdoor Roth conversion? Can annuities be converted to Roth? And more on dividends, long term capital gains, Vanguard’s Total Stock Market Index Fund, survivor Social Security benefits, and more. Access transcript and financial resources, send in money questions: https://bit.ly/YMYW-292

23 Apr 20193 Ways to Turn Your Financial Negatives Into Positives - 21800:54:17

Kristin Wong (author, Get Money, columnist, Joint Accounts @ Medium.com) talks about relationships and money and how communication, specificity, and gamification can improve your financial life. Joe and Big Al answer your money questions: should you increase your Roth 457 contribution when your spouse wants to retire 8 years before you? Does a SEP IRA have the same protections as a 401(k)? Must a company allow third-party management of a 401(k)? Plus, Big Al admits he answered a question incorrectly last week. Transcript & show notes: http://bit.ly/YMYW-218

02 Apr 2019Will Trump's Latest Proposals Reduce Student Loan Debt? - 21500:48:03

David Carlson (author, Student Loan Solution) discusses the student loan debt crisis and President Donald Trump’s plan to fix it, and Joe and Big Al answer listeners questions about contributing to a retirement plan without an employer match, doing in-plan Roth conversions, changing retirement accounts to protect investment properties and more. Transcript and show notes:  http://bit.ly/YMYW-215

28 Aug 2017How To Fix Retirement Savings and Social Security with Robert Pozen - 12900:58:36

Harvard Business School Senior Lecturer and Brookings Institution Senior Fellow Robert Pozen suggests fixing the retirement savings crisis with the Automatic IRA, and using Progressive Indexing to fix Social Security. Joe and Big Al discuss 6 Ways to Survive Retirement Income Shock, recourse versus non-recourse loans, RMDs on annuities in a 401(k), the difference between stocks that pay dividends and those that don’t, and Aretha Franklin’s plans for retirement.

19 Feb 2019Are These Two Funds the Only Ones You Need for Life? - 20900:41:09

Nationally recognized investing expert Paul Merriman makes the case that owning just two funds for life is a "home-run" investing strategy for some investors. Plus, Joe and Big Al answer your money questions: how should teachers, and others without Social Security or pension, save for retirement? How do you record flexible spending account contributions on your taxes? How long should you keep your tax records?  And of course, this wouldn’t be YMYW without some talk about Roth IRAs - specifically, making Roth conversions and back door Roth contributions. Transcript & show notes: http://bit.ly/YMYW-209

13 Aug 2019Tax Postcard, Stretch IRAs & Life Insurance for Education - 23400:46:11

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The revamped 2019 tax "postcard," how the SECURE Act could be a tax problem for those with IRA trusts, and is indexed universal life insurance a good investment for education costs? Should you roll your 401(k) to an IRA? How much can you convert from 401(k) to Roth after age 70 and a half? Will you go to jail for filing your taxes before receiving form 5498? Transcript, free financial resources, and show notes: http://bit.ly/YMYW-234

13 Nov 2018Do These 9 Simple Things to Improve Your Retirement - 19500:35:08

Dr. Stephen Wendel, Head of Behavioral Science at Morningstar, talks about the challenges that keep us from making good investing decisions, and 9 simple actions we can take to create a better retirement for ourselves. Plus, a quick look at how companies helped get out the vote for the midterm elections and some market movers and shakers. And of course, answers to your money questions: Can you contribute the max to both a Roth and a traditional IRA, then do a conversion in the same year? If you roll a 401(k) with after-tax assets to a Roth, will the pro-rata tax rule apply? And if you're living comfortably within your means in retirement, is it wise to invest? Transcript and show notes at http://bit.ly/YMYW-195

21 Dec 2021Does the 5 Year Rule Apply to Each Roth Conversion? - 35700:46:03

Does the 5-year Roth clock start with every Roth conversion? Plus, a Social Security, Medicare, IRMAA, Roth conversion spitball, a self-employed retirement savings and tax planning spitball, and Delaware Statutory Trusts, security-based loans, charitable remainder trusts, and other charitable giving strategies explained. Also, will your portfolio grow faster with the help of a financial advisor? Visit the show notes for free financial resources and to Ask Joe & Al On Air: https://bit.ly/ymyw-357

14 Jan 2025Choosing the Right Investments for You - 51200:36:58

What is the risk with BDCs, or business development company funds? Edward in Illinois wants to know. Do Pebbles and Bam Bam in Kentuckystone have too much invested in T-bills? Are mutual funds or ETFs a better place for them to invest qualified money in the decumulation phase? Is there a difference between a traditional IRA and a rollover IRA? And Keith in Connecticut is 34 and wants a spitball on whether his investments are appropriate for his time horizon, today on Your Money, Your Wealth® podcast number 512 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, Gus in Philly needs a withdrawal strategy for his dad’s multi-year guaranteed annuities (MYGAs). Speaking of MYGAs, YouTube viewer Ken thinks everyone should invest in MYGAs and bonds, and nobody should ever pay a financial advisor. What do Joe and Big Al think? And finally, comments on your state of residence for tax purposes from Greg, the prorated sale of a primary residence, and bonds vs. pension from Keith, and 7SideWays tells the fellas to focus on PERMA already - but what is it?

Access free financial resources and the episode transcript: https://bit.ly/ymyw-512

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Timestamps:

00:00 - Intro: This Week on the YMYW Podcast

01:09 - What’s the Risk with Business Company Development (BDC) Funds? (Edward, IL)

04:04 - T-Bills, Decumulation, IRAs, and Investing Strategies (Pebbles & Bam Bam, Kentuckystone)

11:21 - LIMITED TIME OFFER: Download the DIY Retirement Guide by Friday, Jan 17, 2025!

12:24 - I’m 34. Are My Investments Appropriate for My Time Horizon? (Keith, CT)

18:22 - Multi-Year Guaranteed Annuity (MYGA) Retirement Withdrawal Strategy for Dad (Gus in Philly)

22:34 - Just Buy MYGAs and Bonds and Don't Pay an Advisor (comment from Ken, YouTube)

27:36 - Schedule a Free Financial Assessment with Pure Financial Advisors, Learn More about Pure's Fees and Services

28:47 - State Taxes vs. State of Residency (comment from Greg, Temecula)

30:17 - Favor Questions from People with Less than $6M Please (comment from Ed, YouTube)

31:08 - Prorated Sale of Primary Residence (comment from Keith, YouTube)

33:01 - $1M Bonds vs. $40K/yr Pension (comment from Keith, YouTube)

34:54 - Focus on PERMA Already (comment from 7SideWays, YouTube)

36:11 - YMYW Podcast Outro

15 Dec 20205 Last Minute Ways to Cut Your 2020 Taxes - 30400:40:43

A final look at the CARES Act COVID-19 stimulus package, Coronavirus related distributions, and whether they affect your 2020 taxes. Plus, action items to pay less tax in 2020, like Roth conversions, tax gain and tax-loss harvesting, and charitable giving strategies. Also, when to do Roth contributions, how much of your portfolio should be in Roth accounts, and if you can lower your taxes from swing trading. Access the transcript & financial resources, ask your money questions: https://bit.ly/YMYW-304

01 Feb 2022Stock Acquisition, HSA, AMT, TSP, RSU, and Trust as Retirement Beneficiary - 36300:49:26

Should a trust be the beneficiary of your retirement accounts? Are withdrawal restrictions and required minimum distributions (RMD) reasons to transfer out of the thrift savings plan (TSP) at retirement? Plus, alternative minimum tax (AMT) explained, and strategies for health savings account (HSA) contributions and restricted stock units (RSU). Free financial resources, Ask Joe & Al On Air: https://bizlink.to/ymyw-363

04 Aug 2020New Stimulus Check & Coronavirus Relief Package On the Way? - 28500:42:15

With CARES Act provisions expiring, Joe & Big Al recap the two new stimulus bills - the HEALS Act and the HEROES Act - now being negotiated in Congress. Plus, estate planning considerations when it comes to required minimum distributions (RMDs) for non-designated and designated beneficiaries. And, the 403(b) escape hatch, Social Security, records of estimated tax payments, and assets on the FAFSA form. Send questions and access the transcript and free resources in the show notes: https://bit.ly/YMYW-285

26 Apr 2022Roth Conversion Retirement Spitball Analysis - 37500:43:31

Does it make sense to do larger “Calvin Johnson” (megatron, aka mega backdoor) Roth conversions when the financial markets are way down? Should you convert to Roth now, or in retirement? How do you spitball the right amount to have in 529 plans for education savings? And are the rules for doing a backdoor Roth the same if you’re married filing separately? Show notes, free financial resources, Ask Joe & Al On Air: https://bit.ly/ymyw-375

19 Nov 2024Rules for Inheritances and Making Roth Contributions for Others - 50400:39:34

Can Ted and Georgette convert $1.6M in an inherited trust to Roth without distributing it? Should the trust own their home so they can use the home equity? Melissa was added as joint owner on her parents’ bank accounts after a medical event, but what have they done? Should Ralph and Alice use the required minimum distribution from their inherited IRA to pay Roth conversion taxes? That’s today on Your Money, Your Wealth® podcast 504 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, can Theodore contribute to a his wife Louise’s Roth IRA? Can Marc make Roth contributions for his grandkids? Also, Joe and Al come up with a very unique way that John may be able to pay the tax on his Roth conversion using his home equity.  Access all the free financial resources and the episode transcript: https://bit.ly/ymyw-504

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WATCH 10 Tax-Cutting Moves to Make Now - YMYW TV

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Timestamps:

00:00 - Intro

01:00 - Can We Convert an Inherited Trust to Roth Without Distributing It? Should the Trust Own Our Home? (Ted & Georgette Baxter, Madison, WI)

10:02 - Watch 10 Tax-Cutting Moves to Make Now on YMYW TV, Download the Top 10 Tax Tips Guide before this Friday!

11:08 - I’m Joint Owner of My Parents’ Bank Accounts. What Have We Done? (Melissa, Rockport, TX)

16:35 - Can I Contribute to My Wife’s Roth IRA? Can I Max Out Multiple Roth Accounts? Should We Do Roth Conversions? (Theodore & Louise, Seattle, WA)

23:43 - Should We Use Inherited IRA RMD to Pay Roth Conversion Tax? (Ralph & Alice Kramden, SC)

27:35 - Can I Fund Roth IRAs for My Grandchildren? (Marc, Encinitas)

28:40 - Watch the Cybersecurity Webinar on demand, Download the Identity Theft Guide

29:32 - Should We Maximize the 24% Tax Bracket With Roth Conversions This Year and Next? (John)

37:55 - Outro: Next Week on the YMYW Podcast

16 Aug 2022Spitballing Retirement Planning in Your 30s - 39100:43:51

Setting up your saving and investing strategies when you’re in your 30s can put you on a good path to meeting your retirement goals. We’re revisiting Joe and Big Al’s financial spitballing over the last couple of years specifically for savers and investors in their 30s and even 20s, some of whom want to retire early. Show notes, free financial resources, the YMYW podcast survey, and Ask Joe & Big Al On Air: https://bit.ly/ymyw-391

21 Jan 2025I Work in a Toxic Office. Can I Retire Early? - 51300:36:25

Today on Your Money, Your Wealth® podcast 513 with Joe Anderson, CFP®, and Big Al Clopine, CPA, YMYW listeners in their 40s are ready to call it quits at work, become financially independent, and retire early. Can they afford to do it? Peter and Joanna want to retire in the next two years. "Burned Out and Ready to Retire" wants out of his toxic office. If Maryland Chicken Man never earns another dollar, how much can he withdraw from his retirement accounts each year? Plus, Suzanne in Massachusetts is 69 and needs $60K annually for 30 years. Is she all right?

Access free financial resources and the episode transcript: https://bit.ly/ymyw-513

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Timestamps: 

00:00 - Intro: This Week on the YMYW Podcast

01:09 - We're 45 and 44. Can We Retire in the Next 2 Years? (Peter & Joanna, NJ)

10:24 - Watch 10 Big Retirement Regrets to Avoid (Before It’s Too Late) on YMYW TV, Calculate your Free Financial Blueprint

11:23 - I'm 42 and I Work in a Toxic Office. Can I Afford to Retire? (Burned Out and Ready to Retire, NJ)

21:53 - Download the 2025 Key Financial Data Guide for free

22:32 - I’m 69 and Need $60k/Year for the Next 30 Years. Am I All Right? (Suzanne, MA)

25:19 - I'm 45. If I Never Earn Another Dollar How Much Can I Withdraw Every Year? (Maryland Chicken Man)

34:54 - Outro: Next Week on the YMYW Podcast

20 Feb 2017Do You Really Need a Financial Advisor? - 10301:07:47

The value of a financial advisor (aka “Advisor’s Alpha”) and a discussion of target date funds with Don Bennyhoff from Vanguard, estate planning and the difference between a will and a trust, and Joe and Big Al answer emails on Roth conversions, taxation on day-trading stocks, tax write-offs on retirement contributions, and why some great companies have low stock prices. Plus, the fellas discuss a recent survey where millennials said they’d rather disclose a sexually transmitted disease to a potential partner than to reveal their debt. Original publish date February 11, 2017.  Note that content may be outdated as rules and regulations have changed.

00:00 - Intro
01:00 - Young Americans Would Rather Disclose Their STDs Than Their Debt
12:11 - The Importance Of An Estate Plan: Estate Planners 11 Tips for the New Year
26:47 - Should I Convert to Roth as Quickly As Possible or Over Time?
32:41 - Interview with Vanguard Senior Investment Strategist Don Bennyhoff on Target Date Funds and Advisor's Alpha
48:00 - How will my profits and loss from day trading be taxed at the end of the year?
50:46 - Can I still deduct a maximum amount of taxes on a traditional IRA if I contribute to a 401(k) plan?
55:51 - What is the best way to leave retirement accounts to children and minimize our RMD tax implications?
1:00:43 - Why do some companies have a lower stock price than other, less profitable companies?

30 Mar 2021Roth IRA Excess Contributions and the Pro-Rata Rule - 31900:46:50

Recharacterization of excess Roth IRA contributions, converting post-tax contributions to Roth 401(k), and the pro-rata rule. Plus, target date fund ladders? Also, investing 529 plan money, section 199A dividends from real estate investment trusts (REITs), and how Matt Stafford should save for retirement with his new $34M LA Rams contract (just in case you’re expecting a football player’s salary anytime soon.) Access the transcript and financial resources, ask your money questions: https://bit.ly/YMYW-319

14 Nov 2023Can High Earners Fund a Roth IRA Without Paying More Tax? - 45500:53:52

Steve & Sharon in Minnesota are high earners - can they get more money into their Roth IRA without paying more tax? Should Fred in western New York do Roth conversions before required minimum distributions kick in? If Mike in Utah saves on healthcare premiums now, will that mean large RMDs and tax bills for him later? Should Mark in Maryland do a backdoor Roth after maxing out his 401(k)? And should Joseph in Kansas contribute to his new employer’s traditional or Roth 401(k)? 

Timestamps:

  • 00:49 - Should We Do Roth Conversions Before RMDs Kick In? (Fred, western NY)
  • 10:22 - Will Saving on Healthcare Premiums Now Mean Large RMDs and Tax Bills Later? (Mike, UT)
  • 19:36 - Where to Invest After Maxing Out 401(k)? Backdoor Roth? (Mark, MD)
  • 28:04 - How to Get More into Roth Without Paying More Tax? (Steve & Sharon, Roseville, MN)
  • 39:24 - Roth 401(k) or Traditional 401(k) With New Employer? (Joseph from Wichita, KS)
  • 47:08 - The Derails

Access this week's free financial resources in the podcast show notes at https://bit.ly/ymyw-455 

  • End-of-Year Tax Planning Webinar - live and free, tomorrow Nov 15, 2023, 12pm Pacific, 3pm Eastern - register now! 
  • How to Build a Recession-Proof Portfolio - YMYW TV
  • Recession Protection Guide - free download
  • Episode Transcript
  • Ask Joe & Big Al On Air for your Retirement Spitball Analysis
24 Jan 2023Spitballing Diversified Portfolios for Retirement - 41300:46:07

How should young savers invest pensions and estimate their retirement income needs? Is going into your employee stock purchase plan a good portfolio diversification strategy? What do Joe and Big Al think of multi-year guaranteed annuities (MYGA), and dividend-paying stocks vs. ETFs? Plus, a $10.6M retirement spitball analysis, making extra mortgage payments vs. saving to a brokerage account, and contributing to Roth 401(k) vs. traditional 401(k). Also, will a 403(b) held by an insurance company be subject to separation costs or surrender fees when rolled to an IRA? And the specifics on when to file tax form 5500. Show notes, Why Asset Location Matters Guide and other free financial resources, transcript, Ask Joe & Big Al On Air: https://bit.ly/ymyw-413

30 Jan 2024Roth Conversions to Pay Less Tax on Retirement Withdrawals - 46600:47:15

Should Peter LemonJello, who has high income, and his wife, who is retired with zero income, file their taxes as married filing separately so they can start Roth conversions? What are the tax implications of Roth conversions for Randy in Chi-town, an early retiree in the 32% tax bracket? Caity with a C in SLC is self-employed and over the income max to contribute to a Roth, so now what? And Ben in Oceanside, CA wants to know what impact Roth conversions will have on required minimum distributions after age 73? Joe Anderson, CFP® and Big Al Clopine, CPA spitball on all these Roth conversion tax reduction strategies, today on Your Money, Your Wealth® podcast 466. Plus, does the math make sense on a company-matched Kai-Zen indexed universal life insurance policy for Kickass Seabass in New Jersey? Ed in Virginia wants to know the earnings limits for family Social Security benefits. But first, can JJ in Florida’s retirement portfolio handle withdrawals of $150,000 per year? And from the banks of the Mighty Mississippi, what should midwestfabs’ post-employment asset allocation be? Access this week's free financial resources and the episode transcript in the podcast show notes, and Ask Joe & Big Al On Air for your Retirement Spitball Analysis, at https://bit.ly/ymyw-466

Timestamps:

  • 00:00 - Intro
  • 01:12 - Can Our Retirement Portfolio Handle $150K Annual Withdrawals? (JJ, FL)
  • 04:08 - What Should My Asset Allocation Be, Post-Employment? (Midwestfabs)
  • 11:43 - 2024 Financial Market Outlook: read the blog by Brian Perry, CFP®, CFA, Pure Financial Advisors’ Executive Vice President and Chief Investment Officer 
  • 12:39 - Tax Spitball: Married Filing Separate and Start Roth Conversions? (Peter LemonJello, FL)
  • 14:58 - Roth Conversion Tax Implications for an Early Retiree in the 32% Bracket (Randy, Chicago)
  • 21:34 - Self-Employed and Over the Max to Contribute to Roth – Now What? (Caity, Salt Lake City)
  • 25:07 - Impact of Roth Conversions After Age 73 on RMDs (Ben, Oceanside, CA)
  • 28:12 - Mile Markers to Retirement - YMYW TV
  • Retirement Readiness Guide - free download
  • 28:52 - Does the Math Make Sense on a Company-Matched Kai-Zen IUL Policy? (Kickass Seabass, NJ)
  • 34:53 - Social Security Family Benefits Earnings Limits (Ed, VA)
  • 42:42 - The Derails
21 Jul 2020Tax Gain Harvesting, Active vs. Passive Investments… and Roth Conversions - 28300:51:28

Should you tax gain harvest or do a Roth IRA conversion? Should active or passive investments go in retirement accounts? If you’re on the younger side, why own bonds? Are Vanguard Roth accounts any better or worse than others? What’s the break even on taking Social Security early vs. late? Should you convert your 401(k) or retirement account to Roth all at once? Send in money questions and access the episode transcript and free financial resources in the podcast show notes: https://bit.ly/YMYW-283

02 Aug 2022Save for a Home or Save for Retirement? - 38900:45:24

Should you save for a house down payment or invest for retirement? How much long term capital gains tax do you pay on a rental property when you sell it after 20 years, and how does a 1031 exchange work? Also, opening a Roth IRA with the Backdoor Roth strategy, and the 5 year Roth withdrawal rules explained. Plus, a couple retirement spitball analyses: are you saving too aggressively for retirement? Can you avoid the Medicare IRMAA, or income related monthly adjustment amount, and high taxes from required minimum distributions? Show notes with annual podcast survey, free financial resources, and Ask Joe & Big Al On Air: https://bit.ly/ymyw-389

22 Jun 2021What is the Best Age to Retire, Financially Speaking? - 33100:47:10

Financially, what's the ideal retirement age? Are Roth conversions to the 37% tax bracket a good idea when you've achieved FAHR (financial abundance, happily retired)? Should you stop investing and start saving cash when approaching retirement? You're maxing retirement accounts, should you save to a deferred comp plan too? Is the employee stock purchase plan too many eggs in one basket? And finally, how to pay for long-term care insurance? Podcast show notes, Ask Joe & Big Al On Air: https://bit.ly/YMYW-331

08 Nov 2022Inflation Investing, Asset Location, and Real Estate Retirement Spitball - 40300:48:07

Following the Fed’s fourth consecutive interest rate hike last week, should you be changing your investing strategy to time this inflationary market, moving from bonds to 3-year annuity CDs? Plus, Joe and Big Al spitball on asset location and Roth conversions for the in-laws, and a net unrealized appreciation (NUA) strategy for company stock in a 401(k). They also discuss whether extra home mortgage payments are part of an investment portfolio, and what real estate expenses are tax deductible. Show notes, free financial resources, transcript, Ask Joe & Big Al On Air: https://bit.ly/ymyw-403

12 Jan 2021How to Do the Mega Backdoor Roth IRA - 30800:44:31

Backdoor Roth IRA withdrawal rules and the mechanics of the mega backdoor (dump truck!) Roth. Can you still contribute to a Roth after a rollover? How do you calculate Roth conversion taxes due to the pro-rata rule? Also, calculating a long retirement number or by age, a radical portfolio rebalance, why basis, gains, and losses are tracked, and donating stock upon death. Plus, does your financial advisor’s location matter? Transcript, financial resources, ask your money questions: https://bit.ly/YMYW-308

31 Jul 2018Why Do You Need To Understand Financial Markets? With Marc Levinson - 18000:43:12

Marc Levinson, author of The Economist Guide to Financial Markets: Why They Exist and How They Work explains how understanding financial markets can help you make fewer investing mistakes and improve everything from your home to your job to your portfolio. Plus, what does Tax Reform 2.0 have in store for us? What to do with a few extra bucks before they burn a hole in your bank account? Can you avoid taxes on an inherited annuity? Do SEP IRA's have ERISA protection from creditors, “like the OJ stuff?” Joe Anderson, CFP® and Big Al Clopine, CPA have some answers. Transcript and show notes at http://bit.ly/YMYW-180

29 Sep 2020Backdoor Roth Conversions and Investing for Kids - 29300:45:19

Are you screwing up your Backdoor Roth IRA conversion? Find out. Plus, tax on mega-Backdoor Roth conversions, Medicaid spend-down rules and your Roth IRA, and Joe and Big Al take a burning confession about Roth conversions and IRS form 8606. Also, more on Vanguard’s VTSAX and dividend yield, and various options for investing for minor kids including Paul Merriman's suggestions, UTMA, and brokerage accounts. Access transcript and financial resources, and send in money questions: https://bit.ly/YMYW-293

08 May 2017Low Cost, Diversified, Tax Efficient Funds That Trade Like Stocks: Are ETFs Right For You? - 11301:08:28

Daniel Prince, CFA (BlackRock) explains exchange traded funds and what the future holds as investing evolves. Will Trump’s new tax plan simplify taxes and spur economic growth as promised? If you’re one of the 10,000 boomers a day now reaching required minimum distribution age, how do you avoid screwing it up? Why consider making a Qualified Charitable Distribution? And which is safer: Treasury bills or fixed indexed annuities?

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