048: From 90s Prom to Tax Reform: Retirement Lessons You Didn’t Expect

What do 90s prom dresses and the latest tax legislation have in common? More than you might think! In this heartwarming and info-packed episode, Josh shares a hilarious story of his wife’s “ladies-only” 90s prom night in downtown Chicago and how it inspired deeper thoughts on memory-making in retirement. Retirement shouldn’t just be about looking back — it should be the best part of your life, filled with new experiences.Josh and Mark then dive into the proposed “Big Beautiful Bill” making its way through Congress — what’s in it, what might change, and how it could affect retirees. From extending the Trump-era tax cuts to increasing the standard deduction for seniors, there’s a lot to break down. Josh explains what’s actually happening with Social Security taxation (hint: it’s not going away), the potential impact of the SALT cap changes, and how Medicare’s IRMAA penalties sneak up on people.The show wraps up with practical strategies for tax planning in retirement — especially how Roth conversions can help reduce lifetime tax bills and why diversification in tax treatment (not just investments) matters. It’s fun, it’s insightful, and it’s everything you need to feel confident owning your retirement.📞 Ready to talk? Call (630) 478-9599 to schedule your complimentary 15-minute call with an FSR advisor.