Liquidity events create enormous opportunity — and enormous tax exposure. We specialize in capturing the former and minimizing the latter.
With a liquidity event approaching, the window for proactive planning is narrow. We model ISO vs. NSO exercise timing, AMT exposure, QSBS exclusion eligibility under Section 1202, and state tax implications — before the window closes and the decisions become permanent.
A large tranche of RSUs just vested. Without planning, the tax bill is enormous — and the executive is left holding a concentrated position in the company they work for. We develop a systematic diversification strategy that balances tax efficiency, lockup constraints, and 10b5-1 plan requirements.
They've never had this much capital before. The tender offer closed, the company went public, or the acquisition finalized. They need a comprehensive plan — taxes, investment strategy, estate planning, and personal financial goals — built all at once, with urgency and precision.
A complete review of all outstanding grants — type, strike price, vesting schedule, expiration, and tax character — across every employer, past and present.
Exercise and vest timing designed around your total tax picture — ordinary income, capital gains, AMT, and state taxes — with multi-year modeling to smooth the tax curve.
Determining eligibility for the 100% federal capital gains exclusion on qualified small business stock — one of the most powerful tax benefits available to startup founders.
When to make a timely 83(b) election on restricted stock — and when not to. A 30-day window, a lifetime of tax consequences.
Five strategies beyond simply selling — including exchange funds, CRTs, DAFs, options structures, and tax-loss harvesting programs designed to reduce concentration systematically.
A comprehensive financial plan built after the liquidity event — investment policy, asset allocation, estate planning, and long-term goals — not before, when so many variables are still unknown.
The most valuable planning happens before the event, not after. The window is often shorter than it appears.
Request a ConsultationISOs, RSUs, NSOs, 83(b), QSBS — comprehensive equity strategy from grant to diversification.
Learn moreMulti-year income tax strategy, capital gains management, and charitable giving structures.
Learn moreProtecting and transferring newly liquid wealth with appropriate trust structures.
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