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About This Podcast
QSBS, Solved – Presented by QSBSrollover.com
Your go-to audio source for everything Qualified Small Business Stock (QSBS). Whether you're an investor preparing for a stock sale, a founder nearing an exit, or an advisor exploring QSBS rollover strategies, this podcast delivers actionable insights you won't find anywhere else.
Each episode features audio versions of our most popular articles, expert interviews, and deep dives into QSBS rules, tax planning, eligibility, and the mechanics of rollovers under Section 1202 and 1045.
Hosted by the team at QSBSrollover.com, we break down complex topics to help you solve QSBS – from exemptions to rollovers to real-world structuring.
Contact: [email protected]
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Recent Episodes
QSBS Masterclass Series (Part 3): Substantiating and Documenting QSBS
This episode of "QSBS, Solved", is part of a 5-episode series called "QSBS Masterclass", where Brady Weller discusses QSBS with tax attorney and prolific QSBS expert, Scott Dolson. Scott is a Partner…
QSBS Masterclass Series (Part 2): Section 1045, QSBS Rollover Planning
This episode of "QSBS, Solved", is part of a 5-episode series called "QSBS Masterclass", where Brady Weller discusses QSBS with tax attorney and prolific QSBS expert, Scott Dolson. Scott is a Partner…
QSBS Masterclass Series (Part 1): Maximizing QSBS, Section 1202 Planning
This episode of "QSBS, Solved", is part of a 5-episode series called "QSBS Masterclass", where Brady Weller discusses QSBS with tax attorney and prolific QSBS expert, Scott Dolson. Scott is a Partner…
Equity Comp, RSUs, Startup Stock and QSBS Considerations, with CJ Stermetz
In this episode of "QSBS, Solved", Brady Weller talks with CJ Stermetz, founder of Equity for the Win (EquityFTW), about the world of employee equity compensation, from startup stock options to RSUs…
Founder-focused QSBS Planning and The Rollover Problem, with Nick King
In this episode of QSBS, Solved, Brady sits down with QSBSrollover.com Co-founder and CEO, Nick King, to talk about how founders discover, learn about, and ultimately leverage QSBS. The two retrace…
Valuation Methodologies and Approaches to Valuing Startups, with Complete Advisors
In this episode of QSBS, Solved, Brady Weller discusses valuation services with Evan Levine and Nainesh Shah from Complete Advisors. They explore the importance of valuation for startups at various…
Modern Trust Stacking and Estate Planning for QSBS, with Brian Lamb
In this episode of QSBS, Solved, Brady sits down with Brian Lamb, founder and CEO of Promissory (promissory.com), to explore one of the most powerful strategies in founder tax planning: QSBS trust…
Startup Equity Diversification and Risk Mitigation, with Recursive Ventures and Aption
In this episode of QSBS, Solved, host Brady Weller sits down with Itamar Novick (General Partner, Recursive Ventures) and Aaron Rosenson (co-founder, Aption) to examine the brutal concentration risk…
Substantiating QSBS, Qualified Trade or Business, and Gross Asset Tests, with Scott Dolson
In this episode of QSBS Solved, Brady chats with attorney Scott Dolson of Frost Brown Todd LLP. Scott is a leading voice on QSBS and has written extensively about all aspects of Section 1202 and…
The Startup Leaderboard That Gets Founders VC Intros, with Mat Sherman
In this episode of QSBS Solved, Brady sits down with Mat Sherman, founder of Arena, a new platform designed to give early-stage founders a transparent and structured path into the venture capital…
Tax Incentives That Attract Capital to Startups and Small Businesses, with Mark Leeds
In this episode of QSBS Solved, Brady sits down with Mark Leeds, tax partner at Pillsbury Winthrop Shaw Pittman LLP in New York, to unpack how startups can leverage tax incentives to attract private…
Go-to-Market Strategy as a Catalyst for M&A with Alex Shartsis (Silverwood)
In this episode of QSBS Solved, Brady is joined by Alex Shartsis, CEO of Silverwood and founder of Skyp.ai. Alex brings a rare blend of experience advising founders on growth, go-to-market strategy,…
QSBS Tripwires and Opportunities for Venture Funds, with Jonathan Fish
In this episode of QSBS Solved, Brady is joined by Jonathan Fish, CEO of Cap Gains Inc. and founder of QSBSEXPERT.com. Jonathan shares how his experience as a CPA working with private equity and…
QSBS Opinion Letters, OBBBA Updates, and SAFEs with Chris Karachale
In this episode of QSBS Solved, Brady sits down with tax attorney Chris Karachale of Hanson Bridgett to unpack a few misunderstood components of Qualified Small Business Stock (QSBS). They discussed…
Unveiling A Hidden Goldmine: QSBS Tax Exemption (From The Teaching Tax Flow Podcast)
This episode originally appeared on the Teaching Tax Flow podcast, hosted by Chris Picciurro, CPA, and John Tripolsky. We've adapted it a bit for our platform and are excited to share the context…
Inside Private Secondary Markets with EquityZen’s Phil Haslett
On this episode of "QSBS, Solved", Brady sits down with Phil Haslett, Co-founder and Chief Strategy Officer at EquityZen. Phil shares insights on the evolution of private secondary markets, why…
Bootstrapping, QSBS, and Lessons From 2,000+ Acquisitions (with Andrew Gazdecki)
In this episode of QSBS Solved, Brady Weller sits down with Andrew Gazdecki, founder of Acquire.com, to talk about his journey through multiple exits, from a $50K college side project to building…
Understanding The New QSBS Rules (OBBBA Webinar with Frost Brown Todd)
In this special episode, originally recorded as a webinar ("Understanding OBBBA’s Section 1202 Revisions"), we dive deep into the tax implications of the "One Big Beautiful Bill Act" (OBBBA) and its…
Startup Valuation 101 (with Dan Eyman)
This episode is about bringing value to founders. If you're new to startup valuation, or even if you're not, this conversation with Dan Eyman of Meld Valuation breaks down the key principles every…
What Isn't QSBS?
Not every startup can tap into the huge tax advantages of Qualified Small Business Stock (QSBS), and in this episode, we’re breaking down exactly why. Join us as we unpack Section 1202 of the tax…
Frequently Asked Questions
QSBS, Solved has published 26 episodes since June 2025, covering topics in Business, Entrepreneurship.
QSBS, Solved is currently highly active with new episodes weekly. Average episode length is 35m.
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