Episodios

  • This Early Retirement Strategy Could Be a Huge Mistake

    This Early Retirement Strategy Could Be a Huge Mistake
    Apr 14 2026
    Joe Anderson, CFP® and Big Al Clopine, CPA spitball on whether a popular early retirement strategy could actually blow up your financial plan, today on Your Money, Your Wealth® podcast number 577. Red and Kitty from Wisconsin are burned out at 40 and wonder if retiring at 45 using the 72(t) tax election to take substantially equal periodic payments, or SEPP, is a smart bridge strategy. Jiminy Billy Bob in North Carolina is also considering a 72(t). How should he structure his withdrawal order, and does he need to shift into bonds before downshifting his career? Plus, Steve and Sharon in Minnesota have 8 million bucks. Steve is getting laid off at age 56. What should they do with their 401(k), stock options, incentives, and benefits before and after the layoff? Free Financial Resources in This Episode: https://bit.ly/ymyw-577 (full show notes & episode transcript) Recession Protection Guide - free download Retirement Readiness Guide - free download 6 Ways Americans Accidentally Sabotage Their Retirement - YMYW TV Financial Blueprint (self-guided): https://bit.ly/PureFinancialBlueprint Financial Assessment (Meet with an experienced professional): https://bit.ly/PureFreeAssessment REQUEST your Retirement Spitball Analysis: https://bit.ly/AskJoeAndAl DOWNLOAD more free guides: https://bit.ly/PureGuides READ financial blogs: https://bit.ly/PureFinBlog WATCH educational videos: https://bit.ly/PureEdVideos SUBSCRIBE to the YMYW Newsletter: https://bit.ly/YMYWNewsletter Connect With Us: Subscribe on YouTube and join the conversation in the comments: https://bit.ly/YMYW-YT Subscribe or follow YMYW in your favorite podcast app: https://lnk.to/ymyw Leave your honest reviews and ratings in Apple Podcasts: https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 Chapters: 00:00 - Intro: This week on the YMYW Podcast 01:06 - Why Retiring at 45 Using 72(t) SEPP Withdrawals is Risky (Red & Kitty, WI) 13:28 - Early Retirement Strategy: Withdrawal Order, Bonds, and 72(t) (Jiminy Billy Bob, NC) 22:49 - Laid Off at 56 With $7.9M: How to Handle Your Exit Strategy (Steve & Sharon, St. Paul, MN) 43:51 - Outro: Next Week on the YMYW Podcast
    Más Menos
    45 m
  • When Roth Conversions Don't Make Sense (And When They're a No-Brainer) - 576

    When Roth Conversions Don't Make Sense (And When They're a No-Brainer) - 576
    Apr 7 2026

    Are Roth conversions worth it? We'll find out, today on Your Money, Your Wealth® podcast number 576. TJ in PA is gonna have huge capital gains. Joe and Big Al spitball on whether it's worth it for him to convert. Rebels Without a Gauze in New England are over 70. Is it too late for them to convert? How much should Biking Barnsey convert from his tax-deferred accounts to Roth each year, and are there any single ladies in the YMYW audience that would like to help him spend his retirement money? Finally, the fellas spitball on whether Zisi and his wife are being too aggressive with their conversion strategy.

    Free Financial Resources in This Episode:

    https://bit.ly/ymyw-576 (full show notes & episode transcript)

    Complete Roth Papers Package - free download:

    https://purefinancial.com/white-papers/the-complete-roth-papers-package/?utm_source=libsyn&utm_medium=podcast&utm_campaign=whitepaper-the-complete-roth-papers-package&utm_content=ymyw-pod-ep576-description-whitepaper

    Financial Assessment (Meet with an experienced professional):

    https://bit.ly/PureFreeAssessment

    Financial Blueprint (self-guided):

    https://bit.ly/PureFinancialBlueprint

    REQUEST your Retirement Spitball Analysis:

    https://bit.ly/AskJoeAndAl

    DOWNLOAD more free guides:

    https://bit.ly/PureGuides

    READ financial blogs:

    https://bit.ly/PureFinBlog

    WATCH educational videos:

    https://bit.ly/PureEdVideos

    SUBSCRIBE to the YMYW Newsletter:

    https://bit.ly/YMYWNewsletter

    Connect With Us:

    Subscribe on YouTube and join the conversation in the comments:

    https://bit.ly/YMYW-YT

    Subscribe or follow YMYW in your favorite podcast app:

    https://lnk.to/ymyw

    Leave your honest reviews and ratings in Apple Podcasts:

    https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254

    Chapters:

    00:00 - Intro: This Week on the YMYW Podcast
    00:55 - We Have Over $7M. Capital Gains are Huge. Are Roth Conversions Worth It? (TJ in PA)
    12:37 - Too Late for Roth Conversions at Age 70+? (Rebels Without a Gauze, CT)
    23:19 - Am I Spending Too Much or Not Enough in Retirement? How Much Should I Convert? (Biking Barnsey, Arkansas)
    33:37 - We have $18M. Are We Doing Too Many Roth Conversions Before Age 75? (Zisi)
    41:14 - Outro: Next Week on the YMYW Podcast
    42:16 - The Derails: Big Al's New Jacket
    Más Menos
    43 m
  • Die With Zero: Are You Giving Your Kids Too Much? - 575

    Die With Zero: Are You Giving Your Kids Too Much? - 575
    Mar 31 2026
    Joe Anderson, CFP® and Big Al Clopine, CPA spitball on how to build your own retirement AND support your kids financially, today on Your Money, Your Wealth® podcast number 575. "Lloyd and Diane" in Montgomery County are 50 with $8.4 million. Can they retire early and still be generous with their kids? E and T in Missouri are 34 and 31 with $255K, and hopefully some big inheritances in the future. Can they fund the kids' college, and help them buy their first homes, AND retire early? Kent in Kansas City is 73 with 12 million bucks and $2 million in life insurance. Do Joe and Big Al back up his plan to buy an annuity, gift money to his kids now, and still spend freely in retirement, Die With Zero style? Finally, should John in the San Francisco Bay Area sell the family home and move to Nevada, or hold the house for his autistic daughters to inherit later? Free Financial Resources in This Episode: https://bit.ly/ymyw-575 (full show notes & episode transcript) Estate Plan Organizer - free download: https://purefinancial.com/white-papers/estate-plan-organizer/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-575 Retirement Readiness Guide - free download: https://purefinancial.com/white-papers/retirement-readiness-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-575 Four Hard Truths About Retirement You Need to Face - YMYW TV: https://purefinancial.com/ymyw/episodes/4-hard-retirement-truths-about-retirement-you-need-to-face/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-575 Financial Blueprint (self-guided): https://bit.ly/PureFinancialBlueprint Financial Assessment (Meet with an experienced professional): https://bit.ly/PureFreeAssessment REQUEST your Retirement Spitball Analysis: https://bit.ly/AskJoeAndAl DOWNLOAD more free guides: https://bit.ly/PureGuides READ financial blogs: https://bit.ly/PureFinBlog WATCH educational videos: https://bit.ly/PureEdVideos SUBSCRIBE to the YMYW Newsletter: https://bit.ly/YMYWNewsletter Connect With Us: Subscribe on YouTube and join the conversation in the comments: https://bit.ly/YMYW-YT Subscribe or follow YMYW in your favorite podcast app: https://lnk.to/ymyw Leave your honest reviews and ratings in Apple Podcasts: https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 Chapters: 00:00 - Intro: This Week on the YMYW Podcast 01:10 - 50 with $8.4M. Can We Retire Early and Still Give to Our Kids? (Lloyd Dobler and Diane, Montgomery County, MD) 11:41 - Die With Zero: Spend My $12M or Buy an Annuity? (Kent, 73 & 70, Kansas City) 25:08 - Can We Afford Kids' College AND Houses AND Our Own Early Retirement? (E & T, 34 & 31, Missouri) 34:17 - Should We Move to Save Money or Keep the House for Our Autistic Kids? (John, 68 & 66, San Francisco Bay Area) 42:29 - Outro: Next Week on the YMYW Podcast
    Más Menos
    44 m
  • When Should You Take Social Security? (Don't Screw This Up) - 574

    When Should You Take Social Security? (Don't Screw This Up) - 574
    Mar 24 2026
    Joe Anderson, CFP® and Big Al Clopine, CPA focus on Social Security claiming strategies as part of the retirement spitballs, today on Your Money, Your Wealth® podcast number 574. Bijou Plutus and her husband in Massachusetts are 62 and 64 with about a million dollars. Can she retire at 65, and should he claim Social Security early? Dr. Jekyll and Mrs. Hyde in the Twin Cities have about the same at 51 and 49, plus big pensions and high spending. Can they afford to retire early, and when should they claim Social Security? Diggler and Roller Girl in Tennessee are 57 and 58 with about $600K, and Diggler estimates his Social Security break-even is at age 77. Can he collect Social Security early and simply work recreationally? Free Financial Resources in This Episode: https://bit.ly/ymyw-574 (full show notes & episode transcript) Social Security Handbook - free download: https://purefinancial.com/white-papers/social-security-handbook/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-574 Tax-Free Retirement Guide - free download: https://purefinancial.com/white-papers/tax-free-retirement-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-574 How To Retire Tax-Free With A Smart Income Plan - YMYW TV: https://purefinancial.com/ymyw/episodes/how-to-retire-tax-free-smart-income-plan/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-574 Financial Blueprint (self-guided): https://bit.ly/PureFinancialBlueprint Financial Assessment (Meet with an experienced professional): https://bit.ly/PureFreeAssessment REQUEST your Retirement Spitball Analysis: https://bit.ly/AskJoeAndAl DOWNLOAD more free guides: https://bit.ly/PureGuides READ financial blogs: https://bit.ly/PureFinBlog WATCH educational videos: https://bit.ly/PureEdVideos SUBSCRIBE to the YMYW Newsletter: https://bit.ly/YMYWNewsletter Connect With Us: Subscribe on YouTube and join the conversation in the comments: https://bit.ly/YMYW-YT Subscribe or follow YMYW in your favorite podcast app: https://lnk.to/ymyw Leave your honest reviews and ratings in Apple Podcasts: https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 Chapters: 00:00 - Intro: This week on the YMYW Podcast 01:07 - 62 and 64 with About $1M. Can I Retire at 65? Should Hubby Claim Social Security Early? (Bijou Plutus, MA) 11:52 - Can We Retire in Our 50s With Pensions and High Spending? (Dr. Jekyll & Mrs. Hyde, Twin Cities, MN) 29:53 - Social Security Break-Even at 77. Claim Early and Work Recreationally? (Diggler & Rollergirl, 57 & 58, Tennessee) 42:52 - Outro: Next Week on the YMYY Podcast
    Más Menos
    45 m
  • Could You Retire Tomorrow If You Had To? - 573

    Could You Retire Tomorrow If You Had To? - 573
    Mar 17 2026
    Juan and Mary in Brooklyn are 49 and 48 with $2.2 million saved. Can Juan afford to retire early, or just walk away if he gets fired? And if they get divorced, yikes - but does the math still work? That's today on Your Money, Your Wealth® podcast number 573. But first, "Reuben Sailing Shoes" is 68, single, retired, and has $1.6 million saved, but he's never had a budget in his life. How much can he actually spend? "Leslie and Ben" are federal retirees in their seventies with great pensions and a mix of pre-tax and Roth savings, and "Mork and Mindy" in Delaware are retired with an annuity, a pension, Social Security, and $1.3 million in an IRA. Joe Anderson, CFP® and Big Al Clopine, CPA spitball on how Roth conversions and RMD timing can help both couples minimize taxes and make the most of what they've got. Free Financial Resources in This Episode: https://bit.ly/ymyw-573 (full show notes & episode transcript) Complete Roth Papers Package - free download: https://purefinancial.com/white-papers/the-complete-roth-papers-package/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-573 Retirement Course: Can You Hit a Hole in One? With PGA Pro Chris Riley - YMYW TV: https://purefinancial.com/ymyw/episodes/retirement-course-hole-in-one-pga-pro-chris-riley/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-573 Financial Blueprint (self-guided): https://bit.ly/PureFinancialBlueprint Financial Assessment (Meet with an experienced professional): https://bit.ly/PureFreeAssessment REQUEST your Retirement Spitball Analysis: https://bit.ly/AskJoeAndAl DOWNLOAD more free guides: https://bit.ly/PureGuides READ financial blogs: https://bit.ly/PureFinBlog WATCH educational videos: https://bit.ly/PureEdVideos SUBSCRIBE to the YMYW Newsletter: https://bit.ly/YMYWNewsletter Connect With Us: Subscribe on YouTube and join the conversation in the comments: https://bit.ly/YMYW-YT Subscribe or follow YMYW in your favorite podcast app: https://lnk.to/ymyw Leave your honest reviews and ratings in Apple Podcasts: https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 Chapters: 00:00 - Intro: This week on the YMYW Podcast 01:04 - How Much Can a Single 68-Year-Old Retiree With $1.6M(?) Spend Without Running Out of Money? (Reuben Sailing Shoes, Wyoming) 08:38 - 72 and 76 With $1.4M. Should We Keep Doing Roth Conversions After RMDs Start? (Leslie and Ben, Ohio) 17:12 - 71 and 73 With $1.73M. How to Balance Roth Conversions, RMDs, Widow Taxes, and Inheritance Goals? (Mork and Mindy, Delaware) 28:28 - 49 and 48 with $2.2M. If I Get Fired, Quit, or Get Divorced Tomorrow, Will We Be Fine? (Juan & Mary, Brooklyn, NY) 39:20 - Outro: Next Week on YMYW Podcast
    Más Menos
    40 m
  • Could You Lose Half Your Retirement Income to Taxes? - 572

    Could You Lose Half Your Retirement Income to Taxes? - 572
    Mar 10 2026
    "Carl and Jane" have eight million bucks, and their advisor is suggesting a 130/30 long-short investing strategy. Joe Anderson, CFP® and Big Al Clopine, CPA spitball on whether this is a smart tax move or unnecessary complexity - and whether they would do it themselves, today on Your Money, Your Wealth® podcast number 572. Plus, Tyrone and Tova think they may never even need their retirement accounts, so do they really need to bother with Roth conversions if the kids are going to inherit the money anyway, or could skipping the conversions mean losing half their retirement income to taxes? Mark in San Diego is juggling Roth conversions and Social Security timing without blowing up his tax bill, or the income-related monthly adjustment amount for Medicare, or net investment income tax. And "Boat Drinks" has a big non-qualified deferred compensation plan. How can he structure payouts before it turns into a tax nightmare - and before he potentially gets laid off? Free Financial Resources in This Episode: https://bit.ly/ymyw-572 (full show notes & episode transcript) The Emotionless Investing Guide - free download https://purefinancial.com/white-papers/emotionless-investing-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-572 The Ultimate Guide to Roth IRAs - free download https://purefinancial.com/white-papers/roth-ira-white-paper/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-572 The Truth About Your Love/Hate Relationship with Money - YMYW TV https://purefinancial.com/ymyw/episodes/truth-about-love-hate-relationship-with-money/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-572 Financial Blueprint (self-guided): https://bit.ly/PureFinancialBlueprint Financial Assessment (Meet with an experienced professional): https://bit.ly/PureFreeAssessment REQUEST your Retirement Spitball Analysis: https://bit.ly/AskJoeAndAl DOWNLOAD more free guides: https://bit.ly/PureGuides READ financial blogs: https://bit.ly/PureFinBlog WATCH educational videos: https://bit.ly/PureEdVideos SUBSCRIBE to the YMYW Newsletter: https://bit.ly/YMYWNewsletter Connect With Us: Subscribe on YouTube and join the conversation in the comments: https://bit.ly/YMYW-YT Subscribe or follow YMYW in your favorite podcast app: https://lnk.to/ymyw Leave your honest reviews and ratings in Apple Podcasts: https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254 Chapters: 00:00 - Intro: This Week on the YMYW Podcast 01:12 - Should Investors with $8M Use a 130/30 Long-Short Investing Strategy? (Carl Sandburg and Jane Addams, California) 12:42 - We'll Never Need Our Retirement Accounts. Should We Still Do Roth Conversions? (Tyrone and Tova) 27:18 - Roth Conversions vs. Social Security: Which Comes First? What About IRMAA and NIIT? (Mark, California) 38:16 - How to Structure Non-Qualified Deferred Compensation Payouts When a Layoff Might Be Coming? (Boat Drinks) 50:10 - Outro: Next Week on the YMYW Podcast
    Más Menos
    51 m
  • Retire Early in Your 40s or 50s: Green Light or Reality Check? - 571

    Retire Early in Your 40s or 50s: Green Light or Reality Check? - 571
    Mar 3 2026

    If you plan to punch the clock for the final time decades before "standard" retirement age, you need a financial strategy that goes beyond just saving. Joe Anderson, CFP® and Big Al Clopine, CPA spitball five different early retirement plans to see whose numbers are tight and who is ready to go for it, today on Your Money, Your Wealth® podcast 571. George in South Carolina wants to retire in 8 years at 53. Does he have enough in his brokerage account to bridge the gap to Social Security? Joe in Massachusetts is saving a staggering $200,000 a year, but will his high-spending lifestyle make a multi-million dollar nest egg look small? The fellas help 26-year-old Jonathan in Florida map out a path to retire in his 40s using his 457 plan, and they spitball on whether early exit strategies for both Kris and Rojo in California are a "green light" or a reality check. Plus, Joe explains why the "Rule of 55" and Roth conversions might be some of the most important tools in your early retirement toolbox.

    Free Financial Resources in This Episode:

    https://bit.ly/ymyw-571 (full show notes & episode transcript)

    Withdrawal Strategy Guide - free download:

    https://purefinancial.com/white-papers/withdrawal-strategy-guide/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-571

    Long-Term Care Planning Guide - free download:

    https://purefinancial.com/white-papers/long-term-care-planning-options/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-571

    The #1 Spending Mistake Ruining Retirements - YMYW TV:

    https://purefinancial.com/ymyw/episodes/number-one-spending-mistake-ruining-retirements/?utm_source=LibsynDestinations&utm_medium=podcast&utm_campaign=YMYW-571

    Financial Blueprint (self-guided):

    https://bit.ly/PureFinancialBlueprint

    Financial Assessment (Meet with an experienced professional):

    https://bit.ly/PureFreeAssessment

    REQUEST your Retirement Spitball Analysis:

    https://bit.ly/AskJoeAndAl

    DOWNLOAD more free guides:

    https://bit.ly/PureGuides

    READ financial blogs:

    https://bit.ly/PureFinBlog

    WATCH educational videos:

    https://bit.ly/PureEdVideos

    SUBSCRIBE to the YMYW Newsletter:

    https://bit.ly/YMYWNewsletter

    Connect With Us:

    Subscribe on YouTube and join the conversation in the comments:

    https://bit.ly/YMYW-YT

    Subscribe or follow YMYW in your favorite podcast app:

    https://lnk.to/ymyw

    Leave your honest reviews and ratings in Apple Podcasts:

    https://podcasts.apple.com/us/podcast/your-money-your-wealth/id312900254

    Chapters:

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

    01:06 - Is Retiring at 53 With No Pension a Smart Move or a Risky Bet? (George, South Carolina)

    11:59 - High Income, High Spend, Early Retirement: Does the Math Still Work? (Joe, MA)

    18:39 - At 26, Should I Go All In on a 457 to Retire Way Early? (Jonathan, Florida)

    26:41 - Can I Retire Early and Still Cover Health Care and Long Term Care Costs? (Kris, California)

    33:33 - I'm a Widowed Parent. Can I Retire at 57 and Still Fund College and Legacy Goals? (Rojo, California)

    43:08 - Outro: Next Week on the YMYW Podcast
    Más Menos
    45 m
  • Retirement Planning for Aging Parents - and Can You Retire Early? - 570

    Retirement Planning for Aging Parents - and Can You Retire Early? - 570
    Feb 24 2026

    Joe and Big Al spitball two sides of the retirement equation, today on Your Money, Your Wealth® podcast number 570. Daniel in Texas is 40 and worrying about how to support Mom and Dad if their money runs out. Can he build some kind of financial safety net for them without ruining his own retirement? Jemma's 82-year-old mom is drawing down her portfolio. Is locking in guaranteed income with an annuity a smart move, or could that create new problems down the road? Plus, "Cookie and Gerry" want to walk away from work before 50 with a big brokerage account and a pension. Are they positioned correctly? How can they avoid pulling the wrong levers at the wrong time? And "Fred and Wilma" are staring at a potential multi-million-dollar ESOP payout. What levers do they need to pull so they can retire at 46 and shout "Yabba Dabba Doo"?

    Free Financial Resources in This Episode:

    https://bit.ly/ymyw-570 (full show notes & episode transcript)

    10 Steps to Improve Investing Success - free download

    What to Do When the Stock Market Gets Crazy - YMYW TV

    Financial Blueprint (self-guided)

    Financial Assessment (Meet with an experienced professional)

    REQUEST your Retirement Spitball Analysis

    DOWNLOAD more free guides

    READ financial blogs

    WATCH educational videos

    SUBSCRIBE to the YMYW Newsletter

    Connect With Us:

    YouTube: Subscribe and join the conversation in the comments

    Podcast apps: subscribe or follow YMYW in your favorite

    Apple Podcasts: leave your honest reviews and ratings

    Chapters:

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

    00:57 - Can I Afford to Be My Parents' Retirement Plan? (Daniel, Texas)

    07:07 - Will an Annuity Really Save Mom From Running Out of Money? (Jemma)

    15:07 - Can We Retire in Our Early 50s With a Pension and a $190K Spend? (Cookie and Gerry)

    30:39 - Can We Retire Early at 46 With a $4M ESOP and a $210K Spend? (Fred and Wilma, CA)

    44:23 - Outro: Next Week on the YMYW Podcast
    Más Menos
    46 m