V VestedGrant
Tool

Secondary sale calculator

Pre-IPO secondary market and tender offer after-tax proceeds net of fees.

Calculator

Secondary sale calculator

Pre-IPO secondary market and tender offers: model transaction fees, holding period, and after-tax cash.

Net proceeds
$424,600
After $15,400 in fees
Total tax
$101,393
Long-term treatment
Cash in pocket
$243,207
Premium vs 409A: 22.2%

Assumes company permits the transfer · some issuers restrict secondaries · consider ROFR and transfer-agent timing

How to read the result

Secondary-market sales of pre-IPO stock carry buyer-side discounts, platform fees, and sometimes a right of first refusal from the issuer. Tender offers run by the company itself typically have lower friction but restricted windows.

This tool is educational. It uses 2025 single-filer federal brackets, a simplified state-tax model, and does not substitute for a CPA review of your specific facts. For a second set of eyes on a meaningful event, match with a fiduciary advisor who routinely works with equity compensation.

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Pre-IPO equity tax checklist

Plan your next vesting event with confidence

Free PDF checklist. Quarterly tax-planning cadence for RSU holders, AMT tripwires for ISO exercises, and the 10b5-1 calendar our reviewers send clients.