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B2B SaaS · Series B, 80 FTE · Strategic Planning & Exit Tax

$1.4M in federal tax avoided on a $42M exit through QSBS stacking

A second-time founder came to us 18 months before a strategic acquisition. Through QSBS qualification, non-grantor trust planning, and state-residency restructuring, we eliminated all federal tax on the qualifying portion.

$1.4M
Tax avoided
vs. baseline plan
6.2%
Effective rate
blended on $42M
18 mo
Lead time
before close
The challenge
  • The founder held 100% of his qualifying QSBS shares personally, capping the §1202 exclusion at $10M.
  • Florida residency was recent (12 months) — California was likely to assert source-tax jurisdiction.
  • Existing CPA had not modeled the AMT preference impact on the remaining gain.
Our approach
01

QSBS stacking via non-grantor trusts

We established three irrevocable non-grantor trusts in a no-income-tax jurisdiction, each receiving QSBS shares before the LOI. Each trust qualified for its own $10M exclusion.

02

Residency hardening

Documented domicile via voter registration, driver's license, primary physician, and 183-day calendar. We pre-built the audit defense file before California could request it.

03

AMT and timing model

Built a multi-year projection across three close scenarios. Recommended accelerating $400K of charitable giving into the close year via a DAF.

The outcome
  • Federal tax on $40M of qualifying gain: $0.
  • California source-tax claim withdrawn after our residency package.
  • Founder reinvested $6M into a §1045 rollover — preserving QSBS treatment for the next venture.

"They walked into a meeting with my attorney and re-architected the deal in 90 minutes. The savings paid for 30 years of fees."

Founder & CEO, B2B SaaS, acquired 2025
QSBSExitTrustsResidency

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