Building More Than Business

The 2025 QSBS overhaul: New rules, bigger opportunities


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The qualified small business stock (QSBS) exclusion just got a major upgrade —unlocking even greater tax benefits for eligible shareholders.

In this episode of Building More Than Business, our hosts sit down with tax attorney Christopher Karachale to break down what’s changed under the One Big Beautiful Bill Act (OBBBA) and what it means for founders, early employees and investors. They explore key updates to the QSBS rules, including a new $15M gain exclusion cap and tiered holding periods.

You’ll also hear how planning strategies like trust stacking, LLC-to-C-corp conversions and Section 1045 rollovers work in practice—and what steps you should take now to properly document eligibility and avoid costly missteps. Whether you're planning an exit or just launching your business, this episode is packed with insights to help you make the most of the QSBS tax benefit.

QSBS Resources:

  • New tax law expands QSBS and the capital gains exemption
  • Maximize your QSBS exemption: Trust stacking, packing and rollovers
  • Converting an LLC to a C corp: A QSBS tax exemption guide

Learn more at firstcitizens.com/building-more

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Building More Than BusinessBy First Citizens Wealth