Answer complex stock, options, and tax questions instantly.
Beta · invite-only · AlphaLatitude Inc.
See how concentrated your single-stock position is, what a 30/50/70% drawdown costs, and the trade-off between selling down and hedging — with multi-year tax math.
Concentration risk · Sell-down vs. hedge · Tax-aware
Deep dive: Five costly stock concentration mistakes →Price a zero-cost collar or protective put on a single-stock position. See annual cost, max loss, upside cap, bad-year coverage, and which structure suits your floor.
Collar pricing · Protective put · Bad-year framing
Deep dive: Seven hedging mistakes that erase the protection you paid for →Plan a multi-year ISO exercise schedule that minimizes AMT — federal and state, with credit recovery and grant-expiration timing.
Recently departed? Covers your 90-day post-termination exercise window.
AMT crossover · Multi-year exercise · Credit recovery · 90-day window
Deep dive: Four AMT mistakes you can still fix before December 31 →Left your company with vested ISOs? Most plans give you 90 days to exercise or forfeit. See your deadline, the AMT cost of exercising at once, and the share count that maximizes after-tax value.
Same engine as the AMT + ISO calculator, pre-set to departed mode.
PTEP · 90-day window · Exercise or forfeit · AMT in one year
Calculate the after-tax payout on a non-qualified stock option exercise (federal, state, FICA), then compare selling now vs. holding for long-term capital gains across your chosen horizon.
NSO bargain element · Sell-vs-hold · Year-N comparison · FICA
Deep dive: Six NSO mistakes your tax advisor probably won't mention →After your RSUs vest, should you sell at vest or hold? Compare after-tax payout — federal, state, FICA, plus the short-term-vs-LTCG cliff at 12 months — and see exactly what holding actually costs.
RSU vest · Sell-at-vest · LTCG cliff · Equivalence framing
Deep dive: Five RSU mistakes that quietly grow your April tax bill →Does your founder or employee stock qualify for the Section 1202 QSBS exclusion? Check eight tests, see your exclusion percentage, federal tax saved, and state conformity — all instant.
§1202 · 5-year hold · $10M / $15M cap · OBBBA tiered exclusion · State conformity
Deep dive: QSBS gives millions tax-free. Five ways to lose it anyway. →Need to net a specific amount of after-tax cash by a date — for a down payment, tuition, sabbatical, surgery, or business buy-in? See the minimum-tax sell schedule from your existing stock lots: federal LTCG, state, and NIIT, with bracket-aware splits across calendar years.
Goal-funded liquidation · Bracket splitting · NIIT · Multi-lot basis
Deep dive: Cashing out stock for a goal? Convert your risk tolerance into cash. →On five-figure-and-up equity decisions, you should not have to take our word for it. The math is shown beside the IRS publications and an independent tax engine, and re-checked on every release. And if you are wondering why not just ask a chatbot: we ran frontier models on this exact problem and they overshot the achievable outcome by 2x to 20x. See the benchmark.
We do not ask you to take our word for it. We check the tax math ourselves, but against references we do not control, and in a way anyone can reproduce. Every release, the work is shown beside public authority on the verification page.
Getting the right answer is one thing; proving it in the open and behaving well under real, messy input is another. All covered on every release.
Same engine. The demo shows 4 tools firing in parallel on one META question: concentration, funding plan, AMT/ISO, protective put.
Install with your AI client →Pre-IPO and public companies — pick yours and we'll show only the calculators that match your grant types.
198 of 198 companies
OptionsAhoy joins these pieces — concentration, hedging, exercise timing, taxes — into a single optimized plan across bullish, neutral, and bearish scenarios. Free during beta.