The 5 Questions You Would Not Stop Asking Me in 2026

Pre-order Tyler's book, Real Wealth, at ⁠⁠⁠⁠⁠⁠tylergardner.com/book⁠⁠⁠⁠⁠⁠ and be eligible for all monthly incentives between now and December 1st! And as always, a MASSIVE thank you to this week's sponsors: Bilt → ⁠⁠joinbilt.com/tyler⁠⁠ So you can choose the card that fits your lifestyle without missing out on points and exclusive benefits. Fabric → ⁠⁠meetfabric.com/tyler⁠⁠ Made for busy parents like you; all online, on your schedule, right from your couch. You could be covered in under 10 minutes, often with no health exam required. LMNT → ⁠drinklmnt.com/tyler⁠ Get a free 8-count Sample Pack of LMNT’s most popular drink mix flavors with any purchase at drinklmnt.com/tyler. Facet → ⁠⁠facet.com/tyler⁠ for an exclusive $550 kickstart offer! And on to the show notes!! Most of the biggest money questions aren’t really about what to buy. They’re about how to think when the answer isn’t obvious. In this episode, Tyler answers the five questions listeners have asked most in 2026 — from pensions and politics to healthcare, market concentration, and long-term care — with an emphasis on what you can actually control. You’ll learn: How a pension and Social Security can change the way you think about portfolio risk Why being right about markets or politics still doesn’t mean you can time them How the return of the ACA subsidy cliff changes early-retirement planning What today’s S&P 500 concentration does — and doesn’t — tell you The four main ways to prepare for long-term care, including the risks of each The recurring lesson is that good planning rarely comes from predicting the future. It comes from understanding the whole picture, knowing what you own, and preparing for the decisions you can control. If the show’s been helpful, please consider leaving a review on Apple or Spotify.