Some entrepreneurs sell their companies and walk away with zero federal taxes. How?
This is thanks to a strategy called QSBS.
In this episode, tax strategist Alessandro of Get Dynasty breaks down Qualified Small Business Stock, new changes from the “Big Beautiful Bill,” and how founders can use trusts to multiply tax-free exits. If you’re building or investing in startups, this could be the single most powerful tax break you’ll ever use.
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Chapters:
(00:00) How Founders Pay $0 in Taxes With QSBS
The “greatest tax exemption that exists” and why startup founders need to know it.
(00:48) What is QSBS and Who Qualifies
Key rules, industries that benefit, and those excluded (law firms, banks, services).
(03:30) Can LLCs and S Corps Still Benefit?
How to flip into a C Corp, restart the clock, and unlock bigger gains.
(06:05) Real Example: $126M of QSBS Eligibility
How flipping from LLC to C Corp can multiply your tax-free exclusion.
(08:10) New Rules From the Big Beautiful Bill and Why States Matter
Exclusion raised to $15M, partial exclusions after 3–4 years, and $75M asset threshold, plus, which states recognize QSBS?
(15:00) Don’t Be Too Early, Don’t Be Too Late
The timing mistakes founders make when setting up QSBS.
(18:30) Stacking QSBS With Trusts
How Get Dynasty helps founders create trusts for $40M+ in tax-free gains.
(23:00) Avoiding Common Mistakes
Why planning early is critical and why TikTok tax tips miss the bigger picture.
(27:30) Success Stories: Roblox and Beyond
How founders have shielded $40M–$120M from taxes using QSBS trusts.
Podcast Host:
Mike Jesowshek, CPA – Founder and Host of Small Business Tax Savings Podcast
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🎙 ABOUT THE PODCAST
The Small Business Tax Savings Podcast is your go-to resource for cutting-edge tax strategies to help entrepreneurs legally slash their tax bills. Hosted by Mike Jesowshek, CPA, this show breaks down complex tax topics into clear, no-fluff insights so you can keep more of your hard-earned money.