NSO Exercise Calculator
Open →Cloudflare NSO exercise tax (federal, state, FICA) plus a sell-vs-hold comparison for long-term capital gains.
Deep dive: Six NSO mistakes your tax advisor probably won't mention →IPO'd 2019-09-13. Plan AMT, exercise tax, and sell-vs-hold decisions around current trading price. Calculator inputs are yours.
Beta · invite-only · AlphaLatitude Inc. · Free Tools
Cloudflare NSO exercise tax (federal, state, FICA) plus a sell-vs-hold comparison for long-term capital gains.
Deep dive: Six NSO mistakes your tax advisor probably won't mention →Should you sell Cloudflare RSUs at vest or hold? Compare after-tax payout across the 12-month LTCG cliff.
Deep dive: Five RSU mistakes that quietly grow your April tax bill →Quantify NET concentration risk: drawdown impact at 30 / 50 / 70%, sell-down vs. hedge trade-off, tax-aware.
Deep dive: Five costly stock concentration mistakes →Hedge a NET position: protective put or zero-cost collar pricing off the current option chain. Annual cost, max loss, upside cap, tax notes.
Deep dive: Seven hedging mistakes that erase the protection you paid for →Sell NET stock to fund a goal (house, tuition, sabbatical): the minimum-tax schedule to net a target cash amount by a date, across tax years.
Deep dive: Cashing out stock for a goal? Convert your risk tolerance into cash. →Don't work at Cloudflare? Find another company.
Cloudflare (NET) is a public Cloud/SaaS company, incorporated in Delaware and headquartered in San Francisco, CA. IPO'd Sep 13, 2019.
Last close: $230.97 per share (as of 2026-06-16).
Equity grants at Cloudflare typically include non-qualified stock options (NSOs) and restricted stock units (RSUs).
Cloudflare, Inc., is an American technology company headquartered in San Francisco, California, that provides a range of internet services, including content delivery network (CDN) services, cloud cybersecurity, DDoS mitigation, and ICANN-accredited domain registration. The company's services act primarily as a reverse proxy between website visitors and a customer's hosting provider, improving performance and protecting against malicious traffic.
Source: Wikipedia (CC BY-SA 4.0)
Born from Project Honey Pot, the anti-spam research Matthew Prince and Lee Holloway ran from 2004, Cloudflare took shape in 2009 after Prince met Michelle Zatlyn at Harvard Business School. From San Francisco, it routes traffic through a global edge network covering CDN, DNS, DDoS protection, Zero Trust access, R2 object storage, Bot Management, and Workers serverless compute (extended with Workers AI for inference at the edge). Listed on NYSE as NET since September 2019, the company reported 2025 revenue of $2.17 billion, up 30% year-over-year.
Sources: cloudflare.com · en.wikipedia.org · cloudflare.com
Researched 2026-05-07.
OptionsAhoy is an independent tool and is not affiliated with, endorsed by, or sponsored by Cloudflare.
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OptionsAhoy plans your Cloudflare equity alongside hedging, vesting, and de-concentration, across bullish, neutral, and bearish market scenarios. Free during beta.