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Tax-Smart Investing at Every Age: Starting Young or Catching Up

John Q. Taxpayer is in the home stretch of his career, looking for the best way to catch-up and build his tax-free bucket. Meanwhile, a pair of young financial nerds in Omaha are already strong savers, but they’re wondering whether a simple “VOO for life” strategy is enough to help them reach multimillionaire status in retirement. Also, Janine retired unexpectedly. Can her remaining savings support a European retirement lifestyle? From Jonas Grumby’s “glitch in the matrix” tax strategy to the potential tax nightmare of Dolly’s literal sack of inherited gold coins, Joe and Big Al spitball on how folks from different generations with different situations can reach the same ultimate goal: positioning assets today to ensure the most tax-free wealth tomorrow. Plus, the fellas spitball on the “double taxation” trap of retirement plan loans for Pete in North Carolina, and the affordability of 50-year mortgages for Semper Fi in Michigan.

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10
FEB
2026
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Rising Costs and Retirement Unknowns? Here’s What to Do

Should Al and Peggy in Illinois keep hammering pre-tax retirement savings, or should they pivot to post-tax Roth for better tax diversification? Which pension option is best for their early retirement plans? Long-term care insurance premiums are going up endlessly for Eloise in Connecticut. Is she walking into an insurance industry trap? How do Eric and Tami in Baton Rouge help their kids with college without blowing up their own retirement, and when do student loans make sense? Finally, should Lana and Sterling harvest capital gains or prioritize Roth conversions before moving to a much higher-tax state? The basic question in all of these is the same: how do you protect your future from rising costs and unknowns that are out of your control?

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03
FEB
2026
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High Net Worth Pre-Retirees Share Their Biggest Fear (Here’s How to Calm It)

“Mr and Mrs Smith” have nearly $850,000 saved at age 43, but they’re very concerned about retirement. “Lucy and Desi” are 58 and 64 with nearly $7 million saved, but they still lie awake wondering if it’s enough for their high-expense life. “Tony and Carmela” are in a similar boat with millions saved at 61 and 59, but they’re worried their asset allocation won’t get them through their retirement. No matter the numbers, the fears sound exactly the same: will you run out of money in retirement? Turns out overcoming that fear is not about hitting a magic number. We’ll find out what it’s all about, today on Your Money, Your Wealth podcast number 566 with Joe Anderson, CFP®, and Big Al Clopine, CPA. The fellas also spitball Roth conversions, long/short direct indexing capital gains tax strategies for “Juicy Squeeze”, working after retirement for Wendi, and how one confusing word can completely change a retirement timing decision for “Jacques and Johana.”

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27
JAN
2026
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48 and Worried About Early Retirement? This Changes the Math

Lucky Lou is 48, burned out and wants to punch at 50. How should he bridge the gap before pensions and Social Security? Joe Anderson, CFP®, and Big Al Clopine, CPA walk through the Rule of 55, 72(t)s, and the psychological reality of spending down a taxable account, today on Your Money, Your Wealth® podcast number 565. Alexei and Anna are high earners in their mid-20s who want to save aggressively and keep taxes low. Which retirement accounts should they prioritize, and can they afford a downpayment on a house? Jay and Gloria are wrestling with the classic question of whether to save to Roth or traditional 401(k), especially since their state doesn’t tax retirement income. Is taking the deduction now and backdooring Roths the smarter move? Plus, Sleepless in Seattle wants to know, can her 28-year-old daughter afford to buy a condo in a high-cost housing market? Finally,  Jennifer in Texas wonders how to invest and withdraw an inherited IRA over the 10-year rule with the least tax damage.

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20
JAN
2026
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Financial Fitness Benchmarks for 2026

As you review your savings goals in 2026, it’s helpful to know where you stand. Pure’s Principal, Marc Horner, CFP®, outlines savings benchmarks by age to provide a clear perspective to help you stay on track with your retirement savings goals. Transcript By the time the ball drops on 2026, most people will be thousands […]

12
JAN
2026
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SEASON 11, EPISODE 5

15 Maneuvers to Duck an Unplanned Early Retirement Knockout

Famous boxer Mike Tyson said, “Everyone has a plan until you get hit in the face.” If you’re among the 49% of Americans punched in the face by an unplanned early retirement, trainers Joe Anderson, CFP® and Big Al Clopine, CPA are here with 15 defensive maneuvers that’ll help you bob and weave, slip, and […]

24
AUG
2025
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Create a Joyful Retirement

Retirement means every day can feel like the weekend, but what will you do with all that free time? Pure’s Senior Financial Advisor, David Cook, CFP®, AIF®, shares ways to help you build a more joyful and fulfilling retirement. With the right planning, you can spend your days doing what you love and not just […]

04
AUG
2025
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SEASON 11, EPISODE 4

Retirement Panic Button: 7 Ways to Avoid Hitting It

61% of working Americans fear retirement more than death. How can you avoid this retirement panic? Let Joe Anderson, CFP® and Big Al Clopine, CPA, calm your nerves with seven practical plans for your income, spending, savings, and healthcare to put you on the path to an anxiety-free retirement. Calculate your FREE Financial Blueprint   […]

27
JUL
2025
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Asset Location, Investing Property Sale Proceeds, and Maxing Tax-Free Retirement

You’ve got your tax-free Roth accounts and your tax-deferred retirement accounts. Should you invest the same way in each? Kevin in Denver wants to know. Jim and Pam in Orange County are eligible for combat zone tax exclusions (CZTE). How else can they maximize their tax-free retirement strategy?  Susan Brandeis, CFP® spitballs with Big Al Clopine, CPA, today on Your Money, Your Wealth® podcast number 537. Plus, should Ned in Tokyo sell his Bay Area rental property and invest the proceeds? And Bob and Brigette in Wisconsin got a late start on Roth IRA savings. Should they prioritize saving into a Roth, brokerage account, or 401(k)?

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08
JUL
2025
LISTEN NOW
SEASON 11, EPISODE 3

The Last 5 Years Before Retirement Will Decide Your Lifestyle – Here’s How

Are you ready for retirement? Are you prepared? Are you nervous? How you prepare in the last few years before you retire will greatly impact what kind of retirement lifestyle you’ll enjoy. This week, Joe and Big Al count you down to retirement with the must-do preparations that’ll get you ready to punch the clock […]

22
JUN
2025
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Is Your Retirement Plan on Track?

Retiring with confidence is a goal for many—but how can you be sure you’re on the right track? Pure’s Senior Financial Advisor, Sumit Mehta, CFP®, AIF®, offers practical strategies to strengthen your retirement plan—no matter your stage of life. Start making informed choices today to help secure the financial future you envision for tomorrow. He […]

02
JUN
2025
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SEASON 11, EPISODE 2

Retirement Course: Can You Hit a Hole in One? With PGA Pro Chris Riley

Planning for retirement is a challenge, just like the game of golf. Only 3.2% of retirees have a million dollars in their retirement accounts, and only 1-2% of golfers annually make a hole-in-one. Luckily, you don’t need a hole-in-one to win the financial game – but you do need a strategy. Joe Anderson, CFP® and […]

25
MAY
2025
WATCH NOW
SEASON 11, EPISODE 1

Don’t Let These 10 Risks Break Your Retirement

You’ve heard the phrase, “The best-laid plans of mice and men often go awry”? One wrong move can derail your entire retirement. Don’t let the unexpected turn your dream into a nightmare! In this episode of Your Money, Your Wealth®, Joe Anderson, CFP®, and Big Al Clopine, CPA, reveal how 10 risks can break your […]

20
APR
2025
WATCH NOW
SEASON 10, EPISODE 17

Escape These 11 Tax Traps and You’ll Save in Retirement

So many different IRS rules can cause you to pay more taxes than necessary on required minimum distributions, Social Security and Medicare, long-term capital gains, your investments, and more. Joe Anderson, CFP®, and Big Al Clopine, CPA outline 11 tax traps and the escape routes that’ll help you keep more of your money in retirement […]

22
MAR
2025
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SEASON 10, EPISODE 16

Will Your Money Last Through Retirement?

How much money will you need to have saved by the time you retire? It’s probably more than you think, and many factors impact whether your retirement savings will last as long as you do. Find out from Joe and Big Al how your lifestyle and spending, your longevity and health care, inflation and taxes, […]

23
FEB
2025
WATCH NOW
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