Retirement Planning: What If You Were So Fortunate to Live to 100?

If you were to be so fortunate to live to 100, retirement planning would shift from guessing outcomes to ...
Apr 24, 2026, 9:15:00 AM
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Why a Fiduciary Advisor Is Worth Far More Than a Broker

Most people assume that when they hire a financial professional, that person is legally obligated to act in ...
Apr 14, 2026, 11:04:17 AM
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Annuities Explained: What They Are, How They Work, and When They Make Sense

There is a question that almost every retirement planning conversation eventually reaches: What happens if ...
Apr 14, 2026, 8:00:04 AM
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Ask Tim: A Day Trader’s Worst Nightmare

It’s Master’s Week, which means I’m spending the next four days lounging on the couch drinking Azaleas, ...
Apr 8, 2026, 10:16:31 AM
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Ask Tim: My Father Sent $100,000 to an Indonesia Consulate. Cnan We Get the Money Back?

When I was a kid, April Fools’ Day felt like a real event. A little harmless chaos, a few bad jokes, maybe ...
Apr 1, 2026, 3:00:49 PM
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Ask Tim: Tax-Loss Harvesting and K-1 Extensions

March Madness is truly getting me through this winter. Or is it spring right now? Who knows. In Chicago, ...
Mar 24, 2026, 11:12:10 AM
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Ask Tim: A Little Green, A Little Giving, and A Few Tax Wins

I hope everyone had a great St. Patrick’s Day and isn’t feeling too rough this week. Personally, I’ve always ...
Mar 18, 2026, 3:56:58 PM
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Quick Answers: Should You Pay Off Your Mortgage Before Retirement?

The question of whether to retire with or without a mortgage is more than a calculation. It reflects how you ...
Mar 10, 2026, 3:44:42 PM
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Ask Tim: I Won $2M But My Ex-Wife Wants a Cut

If Chicago fails to convince you spring is right around the corner, I can assure you: Chicago is miserable ...
Mar 4, 2026, 4:23:19 PM
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How Much Can You Withdraw in Retirement Without Running Out of Money?

Retirement today lasts longer than ever. For many Americans, it spans thirty years or more, stretching across ...
Feb 26, 2026, 3:27:40 PM
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