For startup founders backed by venture capital, estate planning aims to manage timing, liquidity, and potential tax exposure ahead of an anticipated exit. A founder’s largest asset is often company equity, but early-stage equity is highly illiquid, subject to transfer restrictions, and often limited by investor protective provisions.
Thoughtful estate planning converts those limitations into opportunities by protecting family wealth, preserving control, and minimizing tax drag. The strategies below integrate personal and corporate objectives and are most effective when implemented well before a liquidity event is expected, valuations shift dramatically, or when entering into a transaction that may restrict ownership in ways incompatible with transfer tax planning.
Protecting and Positioning Business Equity with Irrevocable Trusts
Founders often hold restricted stock or stock options governed by investor rights agreements, right-of-first-refusal provisions, and drag-along clauses. Transferring such interests into a trust or other planning vehicle requires coordination with company counsel and major investors. Most stockholder agreements permit transfers “for estate planning purposes,” though notice and consent provisions vary. Once the legal mechanics align, founders often use:
- Grantor Retained Annuity Trusts (GRATs): Transfer appreciating shares out of the founder’s taxable estate at a minimal gift-tax cost while allowing the founder to “annuitize” value back over time. If the founder survives the GRAT term, post-transfer appreciation passes to beneficiaries tax-free.
- Intentionally Defective Grantor Trusts (IDGTs): Remove future appreciation from the estate entirely, often paired with a promissory note sale. The transfer freezes asset value for estate tax purposes.
Both strategies allow founders to make further tax-free gifts through income tax payments on trust assets. Each tax payment reduces the founder’s estate while preserving trust growth undiminished by income tax. Executing transfers during a low-valuation window, in the early stages or after a down round, maximizes future estate-tax savings. With proper planning and sufficient assets outside of the irrevocable trust, basis step-up can even be preserved.
Timing the 83(b) Election and QSBS Status
Soon after purchasing founder stock, founders must decide whether to file an 83(b) election within the 30-day statutory window for stock subject to vesting. Electing immediate taxation locks in current value but positions future appreciation for capital-gains treatment. If shares meet the five-year holding and active-business requirements for qualified small business stock (QSBS), each shareholder, including a trust, may exclude up to $10 million (or ten times basis) of gain at sale. Because QSBS exclusions can be “stacked” across multiple trusts, early transfers can multiply tax benefits.
Succession of Management and Control
In venture-backed companies, investors rely heavily on founder involvement. Where governance rights are central to the founder’s vision, common with dual-class structures, consider:
- A voting proxy or special purpose entity to preserve board representation without forcing a trustee into daily operations.
- A divided trusteeship, assigning corporate oversight to a trustee familiar with venture management.
- A directed trusteeship, allowing a trustee to follow another designated person’s direction on company matters.
Founder Liquidity, Insurance, and Cash for Taxes
Even founders expecting a lucrative exit may remain “wealthy on paper” for years. If a founder dies before liquidity, there may not be enough other liquid assets to pay any estate taxes, which are due within nine months, with a six-month extension available. A well-funded life insurance trust can cover taxes and without selling shares at a discount or forcing a rushed secondary sale. Larger estates may consider layered coverage, reducing premiums over time while maintaining protection until exit.
Powers of Attorney for Assets Outside of Trusts
Because founders often travel and maintain demanding schedules, durable powers of attorney can be critical for assets outside trusts. Naming an agent familiar with venture finance, such as the impact of exercising options during blackout windows, prevents errors that could harm personal or corporate interests.
Estate Planning is Part of Business Planning
Estate planning for venture-backed founders is an extension of the strategic thinking that drives a company’s success. Addressing transfer restrictions, tax efficiency, and continuity of control early, ideally before valuations surge or exit plans solidify, helps protect both beneficiaries and the equity founders have built.
To discuss how these strategies can benefit your estate with venture-backed assets, contact a member of Varnum’s Business and Corporate Practice Team or Estate Planning Practice Team.