The 83(b) election: a founder’s most valuable 30-day window

Filing an 83(b) election within 30 days of receiving restricted equity can save ecommerce founders hundreds of thousands — even millions — in federal taxes. The election works by shifting when the IRS taxes your equity: instead of paying ordinary income tax (up to 37%) as shares vest and appreciate, you pay tax at the grant date — often when the stock is worth nearly nothing — and lock in long-term capital gains rates (20% + 3.8% NIIT) on all future appreciation. For a founder who incorporates an ecommerce brand and receives 1 million restricted shares at $0.001/share, the 83(b) election triggers roughly $0 in tax at grant. Without it, each vesting tranche over four years gets taxed as ordinary income at the then-current valuation — potentially creating a six-figure tax bill on stock you cannot sell. The rate differential of up to 17 percentage points between ordinary income and long-term capital gains rates is the engine driving these savings. Stripe Atlas auto-files 83(b) elections for every C-corp founder for precisely this reason.

How the election rewires your tax timeline

Under IRC Section 83(a), the default rule taxes “substantially nonvested property” — restricted stock,
unvested equity — when it vests or becomes transferable, whichever happens first. The taxable amount
is the fair market value at that moment minus whatever you paid. This means every quarterly or annual
vesting tranche becomes a separate taxable event, and the full appreciation from grant date to vesting
date hits as ordinary compensation income at rates up to 37%.

Section 83(b) lets you override this default. By filing a written election within 30 calendar days of the
equity transfer date, you include the current spread (FMV minus amount paid) in gross income
immediately. Your cost basis resets to the amount recognized plus any purchase price, and — critically
— your long-term capital gains holding period starts at the grant date, not the vesting date. Every
dollar of appreciation after the election is capital gain. For founders receiving stock at incorporation,
when FMV equals the par value (typically $0.001 or less per share), the taxable spread is essentially
zero — meaning you lock in long-term capital gains treatment on all future upside at no current tax
cost.

A note on the 3.8% NIIT: The Net Investment Income Tax applies only when your modified adjusted
gross income exceeds $200,000 (single) or $250,000 (married filing jointly). Many early-stage
founders won’t hit these thresholds at the time of the election, so the effective capital gains rate may be
20% rather than 23.8%. The up-to-17-point rate differential referenced above compares the 37% top
ordinary income rate to the 20% base long-term capital gains rate, before NIIT.

Ready To Chat?

Get in touch and learn exactly how we can help simplify your finances.