Let's talk about Social Security. More than music, clothing, or even political views, Social Security might be the single biggest generational fault line in America right now. Boomers are thrilled to finally be collecting on a promise decades in the making while Millennials and Gen Z are quietly wondering if there'll be anything left by the time we get there. And honestly? That concern isn't crazy! Social Security almost certainly isn't going away entirely, but it's probably not going to look exactly the same as it does today either. Mike Piper, CPA and Social Security expert, joins the show today to explore the future of Social Security, optimal claiming strategies, and how to plan for retirement amid uncertain benefits. Specifically covered:

What happens when the trust fund is gone?!
Downsides of overly conservative financial plans
Claiming strategies when we’re living longer
Adjusting plans after a health diagnosis
The Open Social Security strategy calculator
Taking opportunity cost into account
Early retirement considerations
Common mistakes with DIY investors
… and plenty more!

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Mike Piper: Head over to Mike’s site, Oblivious Investor for his latest writings and Open Social Security for his free open-source strategy calculator.
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