Stripe vs Checkout.com: employee equity compared
Secondary market prices, valuation trajectory, equity structure, and liquidity outlook for employees choosing between Stripe and Checkout.com.
Stripe
Global payments infrastructure.
IPO highly anticipated, likely 2026–2027 given massive scale. One of the most closely watched pre-IPO names in tech.
Recurring revenue model; ISO/NSO options; IPO likely once profitability demonstrated
Checkout.com
Global payment infrastructure provider processing card, local, and alternative payment methods for enterprises at scale — customers include Revolut, Spotify, Pizza Hut, and Farfetch.
IPO possible 2026–2028 as scale builds. Secondary trades at a discount vs last round — exercise timing requires caution. No confirmed timeline; tender offers may provide interim liquidity.
Recurring revenue model; RSU (no exercise cost); secondary discount vs primary — price discovery ongoing; IPO likely once profitability demonstrated
Key differences for employees
Equity structure
Stripe grants ISO/NSO with strike prices ranging from $85–$110 depending on your grant year. Checkout.com grants RSU — no exercise cost.
Secondary market premium
The secondary market is pricing Stripe at a +0% premium over its last primary round ($159B → $159B). Checkout.com trades at +-71% over its last round ($40B → $11.8B). A higher secondary premium signals stronger investor demand and potentially better near-term liquidity for employees looking to sell.
Revenue and growth
Stripe runs at $9.5B ARR, growing +34% YoY (solid). Checkout.com runs at $0.5B ARR, growing +20% YoY (solid). Revenue growth rate matters for equity because it drives the peer-multiple valuation — the method most correlated with exit multiples.
Liquidity timeline
Stripe: IPO highly anticipated, likely 2026–2027 given massive scale. One of the most closely watched pre-IPO names in tech.
Checkout.com: IPO possible 2026–2028 as scale builds. Secondary trades at a discount vs last round — exercise timing requires caution. No confirmed timeline; tender offers may provide interim liquidity.
Calculate your specific grant
Enter your actual shares, equity type, and strike price. PrivatePulse calculates your personal equity value at both companies using 4 independent methods.