How to Retire and Not Die: Joe Polish Interviews Gary and Max Sirak

How to Retire and Not Die: Joe Polish Interviews Gary and Max Sirak

March 13, 2026 · 1h 26m · Season 1 · Episode 51

About this episode

Joe Polish interviews Gary and Max Sirak about building a fulfilling retirement and the financial habits that can derail it.

Joe Polish sits down with Gary Sirak—CEO of Sirak Financial Services and Author of How to Retire and Not Die—and his son Max to explore what it really takes to build a retirement worth living. They cover the financial habits that quietly derail people, why planning what you retire to matters more than what you retire from, and the simple mindset shift that changed everything for Gary's Clients and career. Here's a glance at what you'll discover in this episode: The one question Gary asks that no stack of financial paperwork can answer... and why most people heading into retirement have never thought about it Why work gives us far more than a paycheck, and what actually falls apart when it disappears without something to replace what it was quietly doing for you Why Gary never liked the phrase "bucket list" and what he uses with his Clients instead... and why the distinction changes how people think about the years ahead The exercise that forced one high-earning Client to finally see where all his money was going... and the uncomfortable family conversation that followed Why the distance between where you are and where you thought you'd be might be the thing quietly making you…

People in this episode

Host: Joe Polish

Guests: Gary Sirak, Max Sirak

Topics covered

Keywords

Mentioned in this episode

Organizations: Sirak Financial Services

Books & works: How to Retire and Not Die

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