The Liquidity Event | Money and Finance with Shane and Ally Jane

Qualified Small Business Stock (QSBS): The $10 Million Tax-Free Secret with Attorney Christopher Karachale


Listen Later

In this special episode of The Liquidity Event, BKFi leaders John and AJ interview tax attorney Christopher Karachale about Qualified Small Business Stock (QSBS) - a powerful tax benefit allowing founders to exclude up to $10 million (or more) from capital gains taxes when selling shares. Key Timestamps:

1:50 - What is QSBS? The $10 million exclusion explained 3:16 - History of QSBS: From 1992 to today's 100% exclusion 8:15 - Qualification requirements: Company & shareholder criteria 11:13 - "Qualified trade or business" explained 12:18 - Prohibited business categories 14:14 - Tips for founders to qualify for QSBS 18:30 - LLC conversion strategies for QSBS 20:45 - Fixing past entity mistakes to qualify 22:54 - LLC to C-Corp conversion: FMV basis benefit 26:15 - 1045 rollovers: Strategy for selling before 5 years 29:04 - QSBS stacking: Advanced strategies with trusts 35:38 - Practical advice for early-stage founders Connect with us: Email: [email protected] Leave a voicemail: memo.fm/liquidityevent

Don't forget to like, subscribe, and leave a review! New episodes every Friday.

#FinancialAdvice #IPO #StartupTips #AIInfrastructure #Entrepreneurship

 

...more
View all episodesView all episodes
Download on the App Store

The Liquidity Event | Money and Finance with Shane and Ally JaneBy Brooklyn Fi