Tax-Free Gains: QSBS for Startup Investments episode artwork

EPISODE · Mar 3, 2026 · 37 MIN

Tax-Free Gains: QSBS for Startup Investments

from The Wealth Elevator Podcast: Real Estate, Taxes, Investing

📚 Unlock the secrets to building wealth! My book and 12-module Masterclass cover everything I’ve learned about passive investing and creating financial freedom. Watch it on-demand for FREE: http://thewealthelevator.com/master🤝 Join the Hui Deal Pipeline Club and get a one-on-one call with me to discuss your investment goals: https://thewealthelevator.com/clubIn this episode, we dive deep into the strategy of investing tax-free into startups and operating businesses using Qualified Small Business Stock (QSBS). Joined by CPA Thomas Jones from Sweeney Conrad, we explore the intricacies behind QSBS, part of tax section 1202, that offers potential tax-free gains up to $15 million on eligible stock held for a minimum period. We discuss the eligibility criteria, the types of businesses that can benefit, different investor scenarios, and potential pitfalls to watch out for. Learn how to effectively leverage QSBS for significant tax savings and make informed investment decisions, whether you're an angel investor or a business owner.00:00 Introduction to Tax-Free Investing in Startups00:28 Meet the Expert: CPA Thomas Jones01:04 Understanding QSBS: Qualified Small Business Stock03:15 Industries and Use Cases for QSBS06:34 Asset vs. Stock Sales: Key Differences12:09 Investor Considerations and Tax Benefits25:00 Advanced Strategies and Pitfalls35:24 Conclusion and Contact InformationConnect with me:LinkedIn: https://www.linkedin.com/in/lanekawaoka/Facebook: https://www.facebook.com/TheWealthElevatorInstagram: https://www.instagram.com/TheWealthElevatorLane Kawaoka is a developer and multi-family syndicator who owns 10,000+ rental units and is the leader of “Hui Deal Pipeline Club” which has acquired over $2.1 Billion AUM of real estate by syndicating over $200 Million Dollars of private equity and most importantly distributed more than $45M back to our investors since 2016. Check out our Top-50 Investing Podcast, The Wealth Elevator. Hosted on Acast. See acast.com/privacy for more information.

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Tax-Free Gains: QSBS for Startup Investments

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