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Retire Smarter

Kevin Kroskey, CFP® & Tyler Emrick, CFA® CFP®

Planning Retirement Smarter. Living Retirement Better. With Kevin Kroskey, CFP® Of True Wealth Design.

Episodes

20 of 228 episodes

Mortgages in Retirement: How to Buy, Borrow, and Pay Off Your Home

Can you qualify for a mortgage after retirement? Should you pay cash for your next home, borrow against your investments, or take out a trad...

24:15Oct 22, 2026

Don't Automatically Renew Your Medicare Insurance: 5 Things Retirees Need to Check for 2027

Get your customized planning started by scheduling a no-cost discovery call: http://bit.ly/calltruewealth Medicare open enrollment is here,...

21:40Oct 16, 2026

AI Scams Are Targeting Retirees. Here's How to Protect Your Money.

Financial scams targeting retirees are becoming increasingly sophisticated, and artificial intelligence is making it harder to know whether...

21:40Oct 8, 2026

Planning a Significant Charitable Donation? Here's Where the Money Should Come From"

If you're already planning to give money to charity, does it matter which account the money comes from? Absolutely. Retirees may have severa...

18:10Oct 1, 2026

Your Retirement Plan Works for Two. Does It Still Work for One?

Does your retirement plan still work if one spouse dies? It's an uncomfortable question, but an important one for every married couple appro...

19:03Sep 24, 2026

Your First Year of Retirement: What You Need to Get Right

You've spent decades preparing for retirement. But what happens once you're actually retired? The first year of retirement is a major transi...

22:01Sep 17, 2026

Retiring in 2027? Don't Pick Your Retirement Date Until You Check These 7 Things

Get your customized planning started by scheduling a no-cost discovery call: http://bit.ly/calltruewealth Thinking about retiring in 2027? B...

18:53Sep 10, 2026

Think You're Maxing Out Your 401(k)? The 2026 Rules Just Got More Complicated

Think you're on track to max out your 401(k) this year? The answer may be more complicated than you think. New rules took effect in 2026, re...

18:47Sep 3, 2026

You Just Inherited Money. Now What?

You just received an inheritance. Now what? Before you sell investments, take distributions, pay off debt, or make a major purchase, it's im...

25:44Aug 27, 2026

Do You Need a Trust? Estate Planning 101 for Retirees

Do you need a trust, or is a will enough? And even if your estate documents are complete, are your accounts and beneficiary designations act...

23:06Aug 20, 2026

The Most Important Investment Decision Isn't What You Think

Most investors spend their time deciding what investments to own. Far fewer spend time thinking about where those investments should be held...

18:23Aug 13, 2026

Why Are Retirees So Afraid to Spend Their Money?

Get your customized planning started by scheduling a no-cost discovery call: http://bit.ly/calltruewealth Many retirees spend decades buildi...

19:33Aug 6, 2026

How Do You Compare? New Retirement Savings Data Is Out

How much should you have saved for retirement? It's one of the most common questions people ask, and new retirement savings data from Fideli...

20:09Jul 30, 2026

Can You Retire Before 59½? Here's What You Need to Know

Many people assume they have to wait until age 59½ before they can retire because that's when retirement accounts generally become available...

16:25Jul 23, 2026

How Much Money Is Enough To Retire?

How much money is enough to retire? It may be the most common retirement planning question, but it isn't always the right one. In this episo...

24:55Jul 16, 2026

Going Back to Work in Retirement? Here's What to Know First

More retirees than ever are choosing to work in retirement, whether for additional income, consulting opportunities, or simply because they...

20:06Jul 9, 2026

The Most Valuable Tax Planning Window in Retirement

Many retirees have a unique period between retirement and the start of Social Security and Required Minimum Distributions (RMDs) when their...

20:54Jul 2, 2026

The New Social Security Report Is Out: What Retirees Actually Need To Know

Get your customized planning started by scheduling a no-cost discovery call: http://bit.ly/calltruewealth The 2026 Social Security Trustees...

18:27Jun 25, 2026

Donor-Advised Funds Explained: The Most Underused Tax Strategy for Charitable Retirees

Donor-advised funds have become one of the most popular charitable giving tools in the country, with more than $326 billion now held in dono...

19:18Jun 18, 2026

How to Rebalance a Highly Appreciated Portfolio Without Selling: The 351 Exchange Strategy

Get your customized planning started by scheduling a no-cost discovery call: http://bit.ly/calltruewealth Many investors have highly appreci...

19:22Jun 11, 2026