Your Money, Your Wealth

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Financial situations around early retirement today on YMYW: Shane and Ilya are 38 and 37. Ilya has a big federal pension and lifetime health insurance waiting for him at age 50, but he needs out of his job now. Can they still retire early? Rip and Beth are 35 and 33, and Beth can sell her business for $1.8 million. Is that enough for her to be done for good, or would she end up back at work anyway? Leeroy and Belle are teachers with just shy of a million dollars saved at age 34 and 33. Is it crazy for them to take a gap year? Finally, Jake is in his early 50s with $1.1 million, planning to Coast FIRE his way out at age 58. Does the math hold up? We’ll find out today on Your Money, Your Wealth® podcast number 606 with Joe Anderson, CFP® and Big Al Clopine, CPA.
Free Financial Resources in This Episode:
https://bit.ly/ymyw-606 (full show notes & episode transcript)
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WATCH Un-Retirement: Why Retirees Are Going Back to Work (And How to Avoid It) - YMYW TV:
https://purefinancial.com/ymyw/episodes/unretirement-mistakes-force-retirees-back-to-work/?utm_source=captivate&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep606-description-tv-s12e09
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Chapters:
00:00 - Intro: This Week on the YMYW Podcast
00:58 - Quitting Kills My $76K Pension and Health Insurance. Can We Stop Working at 50 Anyway? (Shane & Ilya)
12:23 - Should I Sell My Business for $1.8M and Quit at Age 33? (Rip & Beth, KY)
24:24 - Two Teachers, $1M Saved, and a Gap Year at 34. Is That Crazy? (Leeroy & Belle, IA)
34:21 - Coast FIRE at 52: Can I Stop Saving Now and Retire at 58? (Jake, MI)
42:37 - Outro: Next Week on the YMYW Podcast
43:37 - The Derails: Giant Ice Cube, Dutton Ranch, Wisconsin's Brandy Old-Fashioned

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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 605. 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? We’ll have a brand-new episode of tax strategies, retirement planning, and making fun of finance for you next week, but in the meantime, enjoy this encore presentation of an episode from March of this year.
Free Financial Resources in This Episode:
https://bit.ly/ymyw-605 (full show notes & episode transcript)
Estate Plan Organizer - free download:
https://purefinancial.com/white-papers/estate-plan-organizer/?utm_source=captivate&utm_medium=podcast&utm_campaign=whitepaper-estate-plan-organizer&utm_content=ymyw-pod-ep605-description-whitepaper
Retirement Readiness Guide - free download:
https://purefinancial.com/white-papers/retirement-readiness-guide/?utm_source=captivate&utm_medium=podcast&utm_campaign=whitepaper-retirement-readiness-guide&utm_content=ymyw-pod-ep605-description-whitepaper
Retirement Won't Look Like You Planned: 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=captivate&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep605-description-tv-s11e07
Financial Blueprint (free, self-guided):
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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

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How much can you actually spend in retirement without running out of money? That’s today on Your Money, Your Wealth® podcast 604 with Joe Anderson, CFP® and Big Al Clopine, CPA. Longtime listener E-Dog built a fifty-year backtest spreadsheet to call out Big Al and prove the famous four percent rule is way too cautious. Hot stuff “Donna Summer” wonders if her biggest problem with her $13 million dollar portfolio is going to be the distributions she’ll be required to take from it and how to manage them. “Hansel and Gretel” in Minnesota are trying to figure out now what a lot of good savers never do: how to permit themselves to spend their $4.3 million dollar portfolio? James in Texas needs a spitball on how much to convert to Roth before Social Security and Medicare kick in, and Mark needs a spitball on whether he should save for retirement to his pre-tax 401(k) or his post-tax Roth.
Free Financial Resources in This Episode:
https://bit.ly/ymyw-604 (full show notes & episode transcript)
Withdrawal Strategy Guide - free download:
https://purefinancial.com/white-papers/withdrawal-strategy-guide/?utm_source=captivate&utm_medium=podcast&utm_campaign=whitepaper-withdrawal-strategy-guide&utm_content=ymyw-pod-ep604-description-whitepaper
Financial Blueprint - free, self-guided:
https://purefinancial.com/financialblueprint/?utm_source=captivate&utm_medium=podcast&utm_campaign=financial-blueprint&utm_content=ymyw-pod-ep604-description-blueprint
Retirement Panic? Here’s Your 7-Step Escape Plan - YMYW TV:
https://purefinancial.com/ymyw/episodes/retirement-panic-button/?utm_source=captivate&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep604-description-tv-s11e04
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Leave your honest reviews and ratings in Apple Podcasts:
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Chapters:
00:00 - Intro: This Week on the YMYW Podcast
01:05 - Is 4% Too Conservative? A Listener’s 50-Year Backtest (E-Dog)
17:10 - Roth Conversion to the Top of 24% Tax Bracket, or Protect My ACA Subsidy? (James, TX)
27:53 - Will RMDs Be My Biggest Problem on a $13M Portfolio? (Donna Summer, CA)
36:47 - $4.35M and Scared to Spend It. What’s Our YOLO Number? (Hansel & Gretel, MN)
44:30 - In My Late 30s With $750K Income: Save to Roth or Pretax 401(k)? (Mark)
49:40 - Outro: Next Week on the YMYW Podcast
51:05 - The Derails: Donna Summer, Hansel & Gretel, Joe's six fridges, and TV

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George and Louise in Queens bring in $600,000 a year. Should they keep working just to do Roth conversions? Cher and Sonny in Oregon wonder if they can retire in a couple years at 59 and 60, and whether the mega backdoor Roth belongs in their plans. Joe Anderson, CFP® and Big Al Clopine, CPA spitball retirement planning and Roth conversion strategies for them, today on Your Money, Your Wealth® podcast number 603. Plus, Michelle in Vienna, Virginia, is 56 and ready to retire, but what about her brand-new mortgage? Finally, our friend Marion in Fresno asks about Vanguard's suggestion of an annuity to cover fixed expenses.
LIMITED-TIME SPECIAL OFFER | DIY Retirement Guide - download by Friday, October 16, 2026!
https://purefinancial.com/ymyw/#specialoffer
Free Financial Resources in This Episode:
https://bit.ly/ymyw-603 (full show notes & episode transcript)
Do You Have These 10 Habits of the Quietly Wealthy? - YMYW TV:
https://purefinancial.com/ymyw/episodes/do-you-have-these-10-habits-of-the-quietly-wealthy/?utm_source=captivate&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep603-description-tv-s12e08
Financial Blueprint (free, self-guided):
https://bit.ly/YMYWblueprintC
REQUEST your Retirement Spitball Analysis:
https://bit.ly/YMYWaskC
DOWNLOAD more free guides:
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READ financial blogs:
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WATCH educational videos:
https://bit.ly/YMYWvidsC
SUBSCRIBE to the YMYW Newsletter:
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Connect With Us:
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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
00:50 - Should I Keep Working Just to Do Roth Conversions? (George & Louise, Queens, NY)
13:50 - Convert to Roth Now or Wait Until We Leave Oregon? (Cher & Sonny, Oregon)
30:29 - We Built a Dream House. Can I Still Retire? (Michelle, Vienna, VA)
38:38 - Should an Annuity Cover Your Fixed Expenses? (Marion, Fresno, CA)
39:56 - Outro: Next Week on the YMYW Podcast
41:02 - The Derails: Cher, blue cheese olives, Joe's Escalade, iPhone, and new lifestyle

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Joe Anderson, CFP® and Big Al Clopine, CPA are spitballing on whether Roth conversions actually pay off as part of your retirement tax strategies, today on Your Money, Your Wealth® podcast number 602. “Ozzie and Harriet” in Lafayette, Louisiana are 67, and Ozzie's spreadsheet says converting from their $7 million IRA costs more than just taking the RMDs. He challenges the fellas to change his mind. They also address BondBeer’s many YouTube comments telling them that their favorite guidance to convert when the market drops is flat wrong. Finally, Alan on Daufuskie Island, South Carolina asks for clarification on paying the tax to pay the tax when you pull money from an IRA, and whether it matters if the tax comes out of the account or out of your brokerage.
Free Financial Resources in This Episode:
https://bit.ly/ymyw-602 (full show notes & episode transcript)
Retirement Accounts Guide - free download:
https://purefinancial.com/white-papers/retirement-accounts-guide/?utm_source=captivate&utm_medium=podcast&utm_campaign=whitepaper-retirement-accounts-guide&utm_content=ymyw-pod-ep602-description-whitepaper
Financial Blueprint - free, self-guided:
https://purefinancial.com/financialblueprint/?utm_source=captivate&utm_medium=podcast&utm_campaign=financial-blueprint&utm_content=ymyw-pod-ep602-description-blueprint
5 Years From Retirement? Do These Things Now - YMYW TV:
https://purefinancial.com/ymyw/episodes/last-5-years-before-retirement-decide-lifestyle/?utm_source=captivate&utm_medium=podcast&utm_campaign=ymyw-tv&utm_content=ymyw-pod-ep602-description-tv-s11e03
REQUEST your Retirement Spitball Analysis:
https://bit.ly/YMYWaskC
DOWNLOAD more free guides:
https://bit.ly/YMYWguidesC
READ financial blogs:
https://bit.ly/YMYWblogC
WATCH educational videos:
https://bit.ly/YMYWvidsC
SUBSCRIBE to the YMYW Newsletter:
https://bit.ly/YMYWnewsletterC
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 - Do Roth Conversions Actually Lose You Money? (Ozzie & Harriet, Lafayette, LA)
12:08 - Is a Market Downturn Really the Best Time for a Roth Conversion? (bondbeer, YouTube)
23:00 - Do You Pay Tax on the Tax? Roth Withdrawals vs. Roth Conversions Clarified (Alan, Daufuskie Island, SC)
28:04 - Outro: Next Week on the YMYW Podcast