On this retirement investing podcast, financial planner Joe Anderson, CFP® and certified public accountant Big Al Clopine answer your money questions...Full Bio
On this retirement investing podcast, financial planner Joe Anderson, CFP® and certified public accountant Big Al Clopine answer your money questions about investing, portfolio diversification, how to reduce taxes, creating retirement income, collecting Social Security benefits, how much you can spend in retirement, Roth conversions, and more. Retirees and pre-retirees listen to this irreverent and informative personal finance podcast to laugh as they learn strategies that can help them retire successfully. Ask your personal finance questions, read YMYW podcast episode transcripts, and access free financial resources at http://YourMoneyYourWealth.com
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1-866-876-7873Where Should You Take Retirement Money First If You’ve Saved $2M? - 551
Is Your Roth Conversion Timing All Wrong? (Financial Blunders) - 550
Joe and Big Al spitball on how to avoid screwing up the timing of your Roth conversions, today on Your Money, Your Wealth® podcast number 550. Barrie from New York is 62 and single, and she’s been diligently converting pre-tax money each year for lifetime tax-free Roth growth. Should she continue after she retires next year? “Jerry and Elaine” want to retire in the next six years and still leave the kids an inheritance. When should they start Roth conversions? Alex in Pennsylvania is a 31-year-old software engineer. Should he convert his IRA to Roth all at once? Plus, how can he transition into a career as a financial planner? A clarification on the age plus 20 rule of thumb for retirement contributions from one of our YouTube viewers is very un-clarified for Joe, and the fellas let Lisa in San Diego know whether she can use her rental real estate income to fund a Roth 401(k).
Free Financial Resources in This Episode:
https://bit.ly/ymyw-550 (full show notes & episode transcript)
6 Signs You Truly Have “Enough” for Retirement - YMYW TV
Financial Blueprint (self-guided)
Financial Assessment (Meet with an experienced professional)
REQUEST your Retirement Spitball Analysis
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READ financial blogs
WATCH educational videos
SUBSCRIBE to the YMYW Newsletter
Connect With Us:
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Apple Podcasts: leave your honest reviews and ratings
Chapters:
00:00 - Intro: This Week on the YMYW Podcast
00:55 - Should I Keep Converting $20K a Year in Retirement? (Barrie, NY)
07:17 - Can We Retire at 62 and Still Leave an Inheritance? Roth Conversion Strategies for Big Accounts (Jerry & Elaine, KS)
17:05 - I'm 31. Should I Convert $57K Now or Spread It Out? (Alex, PA)
29:12 - Roth Conversion Timing Before Retirement (Mike, Philly Suburbs)
36:49 - Confused About Roth Withdrawal Rules at 60 (Lisa, Omaha NE)
40:05 - Clarification on the Age + 20 Rule of Thumb for Contributions (Matt, YouTube)
45:40 - Can Rental Property Income Fund a Roth 401(k)? (Lisa, San Diego)
47:24 - Outro: Next Week on the Y
What Retiring With $6 Million Really Looks Like - 549
Today on Your Money, Your Wealth® podcast number 549 with Joe Anderson, CFP® and Big Al Clopine, CPA, a comment on one of our YouTube videos sparks a dialogue between Joe and Big Al on the 4% rule vs. the "guardrails" withdrawal strategy. Joe at the Beach is managing his ~$6M portfolio on his own, but wants the fellas’ take on his upper limit for yearly spending, so he can keep drinking his old-fashioneds. Can Joe Ko in Virginia afford to bridge the gap between retiring at 67 and taking Social Security at 70? Plus, "Harold and Maude" have nearly $7M saved. Should they accelerate Roth conversions into high-tax brackets before moving from low-tax Colorado to high-tax California? And how much more than their current annual spend can they afford for family vacations and travel?
Free Financial Resources in This Episode:
https://bit.ly/ymyw-549 (full show notes & episode transcript)
Cruising Into Retirement Checklist and Guide (limited time offer, download by this Friday!)
How to Cruise Into Your Retirement - 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
00:50 - What About the Guardrails Withdrawal Strategy? (Bill, YouTube)
04:13 - I’m 69 with $5.7 Million Saved. What’s the Max I Can Spend in Retirement? (Joe at the Beach)
15:12 - 63 and 58 With $1.85M Saved. How Much Can We Spend from 67 Until Social Security at 70? (Joe Ko, VA)
21:30 - We’re 61 and 69 with $7.6 million. Can We Increase Our Retirement Spending? How Should We Do Roth Conversions? (“Harold and Maude”, Durango, CO)
33:49 - Outro: Next Week on the YMYW Podcast
Is Financial Software Giving You False Retirement Confidence? - 548
Wendy and Joe in Colorado ran the numbers, and their financial planning software says they'll have over $10 million when they pass. Wendy's wondering if they should continue converting to Roth while working, despite their high tax bracket. But has the software lulled them into a false sense of security? That’s today on Your Money, Your Wealth® podcast number 548 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, which is smarter for "Kurt and Courtney" in New York: aggressively paying down their mortgage, or putting their extra money to work in the market before Kurt retires early in 20 years? Finally, when does it stop making sense for high-earners "Tim and Faith" in Boston to contribute to their Roth? The fellas duke it out on this one (and we figure out, based on our earliest musical interests, which era we’re each children of.)
Free Financial Resources in This Episode: https://bit.ly/ymyw-548 (full show notes & episode transcript)
Pay Off the Mortgage?
DOWNLOAD The Retirement Readiness Guide
WATCH 4 Hard Truths About Retirement You Need to Face on YMYW TV
Financial Blueprint (free, self-guided)
Financial Assessment (free, 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
01:11 - Financial Software Says We’ll Have $10M. Should We Continue Converting to Roth While Working, Despite Our High Tax Bracket? (Wendy, Loveland, CO)
16:35 - Watch 4 Hard Truths About Retirement You Need to Face on YMYW TV, Download the Retirement Readiness Guide
17:37 - What Are the Pros and Cons of Paying Off Our Home Before I Retire Ear
Roth Conversions: When to Make 'Em, When to Take 'Em - 547
A YMYW listener from Missouri and his wife are retired at 69 and 67, with less than $2 million dollars. Should they continue converting retirement savings to Roth for the tax-free growth? What should they do about long term care insurance? More importantly, is our listener’s name (Cousy) pronounced "Cuzzy" or "Koozy"? Speaking of Roth conversions, must “Peggy Hill” wait five years to withdraw her conversion money, or only its earnings? That’s today on Your Money, Your Wealth® podcast number 547 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, is Skipper’s retirement payout plan the killer deal he thinks it is? How can Jeff in Dallas pay less capital gains tax on his 3 million dollar single stock, million dollar 401(k), and potential eBay income? Is selling on eBay still a thing? Does Dolly in Tennessee need to empty her inherited IRA within the next 10 years due to the SECURE Act? And finally, HSA vs. HRA: how should Larry in Rhode Island navigate switching from his current employer’s health savings account to his future employer’s health reimbursement arrangement?
Free Financial Resources in This Episode:
https://bit.ly/ymyw-547 (full show notes & episode transcript)
5 Year Rules for Roth IRA Withdrawals
2025 Key Financial Data Guide (newly updated with One Big Beautiful Bill changes)
10 Steps to Improve Investing Success
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: subs
How to Accomplish Your Retirement Goals - Even Without a Fat Wallet - 546
We heard your feedback, and today on Your Money, Your Wealth® podcast number 546, Joe Anderson, CFP® and Big Al Clopine, CPA are spitballing retirement for the not-so-fat wallets: Joe and Masako in Washington state and Reid in Indiana have less than a million saved. Can they still accomplish their retirement goals in their 60s? Mr Buckeye in Ohio and Old Macdonald in Maine have less than a million saved, and Curt in Pennsylvania has less than $1.5 million saved. Can they retire early - in their 40s and 50s?
Free financial resources & episode transcript: https://bit.ly/ymyw-546
DOWNLOAD The Going Solo Guide
WATCH Going Solo: Navigating Your Financial Future Single on YMYW TV
CALCULATE your free Financial Blueprint
SCHEDULE your Free Financial Assessment
ASK Joe & Big Al for your Retirement Spitball Analysis
LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts
SUBSCRIBE or FOLLOW on your favorite podcast app
JOIN THE CONVERSATION on YouTube
DOWNLOAD more free guides
READ financial blogs
WATCH educational videos
SUBSCRIBE to the YMYW Newsletter
Timestamps:
00:00 - Intro: This Week on the YMYW Podcast
00:36 - We’re 59 and 65 with Less than $1M. Can We Still Accomplish Our Retirement Goals? (Joe and Masako, WA state)
08:18 - We’re 33 with $200K. Can We Retire at 65 and Spend $159K/Year? (Reid, IN)
15:58 - Calculate your Free Financial Blueprint
16:32 - We're Early 40s With $795K. Can We Retire at 55? (Mr Buckeye, OH)
28:38 - Watch Going Solo: Navigating Your Financial Future Single YMYW TV, Download the Going Solo Guide
29:25 - I'm 43 With $50K and a Paid Off House. Can I Retire ASAP? (Old MacDonald, Limington, Maine)
37:35 - I'm 35 With $1.4M. Can I Retire at 45 and Spend $75K/year? (Conshohocken Curt, PA)
49:04 - Next Week on the YMYW Podcast
49:23 - YMYW Podcast Outro
What The New Law Means For Your Roth IRA! - 545
One Big Beautiful Bill is now law. How does it impact your Roth conversion strategies and other financial decisions? Plus, you may have seen or heard other advisors talking about their strategies for getting your retirement savings into tax-free Roth accounts. How are these different from a good ol’ Roth conversion, and what do Joe and Big Al think of them? Find out today on Your Money, Your Wealth® podcast number 545 with Joe Anderson, CFP® and Big Al Clopine, CPA. Also, why is Ed Slott, CPA, the man known to many as "the IRA guru," such a fan of permanent cash value life insurance? Finally, an attempted correction from a YMYW YouTube viewer turns into a rousing game of death trivia, and we’ll share some of your opinions from the 8th Annual YMYW Podcast Survey, which just closed. (Congratulations Larry, for being the randomly-chosen winner of the $100 Amazon e-gift card, just for completing the survey!)
Free financial resources & episode transcript: https://bit.ly/ymyw-545
DOWNLOAD The Ultimate Guide to Roth IRAs
WATCH Your 11 Step Path to Financial Freedom on YMYW TV
CALCULATE your free Financial Blueprint
SCHEDULE your Free Financial Assessment
ASK Joe & Big Al for your Retirement Spitball Analysis
LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts
SUBSCRIBE or FOLLOW on your favorite podcast app
JOIN THE CONVERSATION on YouTube
DOWNLOAD more free guides
READ financial blogs
WATCH educational videos
SUBSCRIBE to the YMYW Newsletter
What's the Tax Triangle and How to Find Out if Yours is Lopsided - 544
You’ve heard Joe and Big Al talk about the benefits of tax diversification in retirement. That is, having money in tax-deferred, tax-free, and taxable accounts. But what should you do if this tax triangle of yours is lopsided? Joe and our special guest co-host, Marc Horner, CFP®, spitball on this quandary for Rae and Roy in Central California, today on Your Money, Your Wealth® podcast number 544. Plus, do Rae or Roy need to get a part-time job? Also, "Elwood Blues" in Illinois would like to retire in two years, but is willing to go for 3 more to make his retirement plan work. Joe and Marc spitball on when "Elwood" can really put down that harmonica.
Free financial resources & episode transcript: https://bit.ly/ymyw-544
Complete the 8th Annual YMYW Podcast Survey by 5pm Pacific on August 31, 2025, for your chance at a $100 Amazon e-gift card! (secret password: ymyw)
WATCH 15 Maneuvers to Duck an Unplanned Early Retirement Knockout on YMYW TV
CALCULATE your free Financial Blueprint
ASK Joe & Big Al for your Retirement Spitball Analysis
SCHEDULE your Free Financial Assessment
LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts
SUBSCRIBE or FOLLOW on your favorite podcast app
JOIN THE CONVERSATION on YouTube
DOWNLOAD more free guides
READ financial blogs
WATCH educational videos
SUBSCRIBE to the YMYW Newsletter
Timestamps:
00:00 - Intro: This Week on the YMYW Podcast with Joe Anderson, CFP® and Marc Horner, CFP®
00:49 - Our Tax Triangle is Lopsided. Should One of Us Get a Part-Time Job? (Rae and Roy, Central CA)
12:03 - Watch 15 Maneuvers to Duck an Unplanned Early Retirement Knockout, Calculate your Financial Blueprint, Schedule a Financial Assessment
13:11 - I'd Like to Retire in 2 Years. Willing to Work 3 More to Make it Work (Elwood Blues, IL)
27:10 - Next Week on YMYW Podcast: The One Big Beautiful Bill + More
27:40 - YMYW Podcast Outro
Can You Retire at Age 57 and Spend Big? - 543
Is it possible, common even, to spend a lot early in retirement to celebrate your financial freedom? How do Roth conversions and withdrawals work if you do plan to call it quits around age 57, and spend big early on? Should you convert retirement funds to tax-free Roth after you stop working? Joe Anderson CFP® and our special guest co-host, Marc Horner, CFP® spitball on these topics for "Beavis and Daria" in Texas and "Clark Kent" in Pennsylvania, today on Your Money, Your Wealth® podcast number 543. Plus, the sooner 56-year-old "Tony Soprano" in New Jersey can retire, the better. What tips do Joe and Marc have for him? By the way, Marc is one of the newest principals here at Pure Financial Advisors. He’s the founder of Fairhaven Wealth Management, which has just become the newest Pure Financial Advisors Chicagoland office in Wheaton, Illinois - so help us welcome him for his YMYW debut.
Free financial resources & episode transcript: https://bit.ly/ymyw-543
Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)
DOWNLOAD the Withdrawal Strategy Guide for free
WATCH Withdrawal Trap Doors on YMYW TV
ASK Joe & Big Al for your Retirement Spitball Analysis
SCHEDULE your Free Financial Assessment
LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts
SUBSCRIBE or FOLLOW on your favorite podcast app
JOIN THE CONVERSATION on YouTube
DOWNLOAD more free guides
READ financial blogs
WATCH educational videos
SUBSCRIBE to the YMYW Newsletter
Timestamps:
00:00 - Intro: This Week on the YMYW Podcast
01:00 - Spending Higher Earlier in Retirement to Celebrate? How to Convert? Where to Withdraw? (Beavis & Daria, TX)
12:30 - Watch Withdrawal Trap Doors on YMYW TV and Download the Withdrawal Strategy Guide for free
13:36 - Can I Retire at 57 Even With a High Draw Down Rate? Should I Convert After Retirement? Should I Consider an Annuity? (Clark Kent, PA)
28:23 - Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)
29:09 - When Can I Retire? The Sooner the Better. (Tony Soprano, NJ)
37:43 - Next Week on the YMYW Podc
Are You Cutting Retirement Too Close? - 542
"Rubble and Skye" in Minnesota want to spend $65,000 a year in retirement, and they’ll have $67K in annual fixed income. Are they cutting it too close? "Atouk and Tala" in New Jersey will have retirement money, Social Security, and “Lumpy,” their lump sum pension - will they be okay? We’ll find out today on Your Money, Your Wealth® podcast number 542 with Joe Anderson, CFP® and Big Al Clopine, CPA. Plus, should David in Redondo Beach California use his Roth money to buy a home? And what do the fellas think about "Charlie Pepper" in Colorado using a home equity line of credit (HELOC) for retirement spending, instead of living off of pre-tax money?
Free financial resources & episode transcript: https://bit.ly/ymyw-542
DOWNLOAD the Investing Basics Guide
WATCH Financial Boot Camp on YMYW TV
COMPLETE the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)
ASK Joe & Big Al for your Retirement Spitball Analysis
SCHEDULE your Free Financial Assessment
LEAVE YOUR HONEST RATINGS AND REVIEWS on Apple Podcasts
SUBSCRIBE or FOLLOW on your favorite podcast app
JOIN THE CONVERSATION on YouTube
DOWNLOAD more free guides
READ financial blogs
WATCH educational videos
SUBSCRIBE to the YMYW Newsletter
Timestamps:
00:00 - Intro: This Week on the YMYW Podcast
00:43 - $250K Saved, $67K Fixed Income, $65K Spending. Are We Cutting Retirement Too Close? (Rubble & Sky, MN)
05:20 - We Have a $700K Pension, $335K Retirement, Plus Social Security. Will We Be OK? (Atouk and Tala, NJ)
13:14 - Watch Financial Boot Camp on YMYW TV, Download the Investing Basics Guide
14:03 - Should I Use My Roth Money for a Home Purchase? (David, Redondo Beach, CA)
21:03 - Complete the 8th Annual YMYW Podcast Survey for your chance at a $100 Amazon e-gift card! (secret password: ymyw)
22:01 - HELOC vs. Pre-Tax Account for Retirement Spending (Charlie Pepper, CO)
34:23 - Next Week on YMYW Podcast: Guest Co-Host Marc Horner, CFP®
34:53 - YMYW Podcast Outro