Cypress.io

cypress.io →

-45%

est. 2Y upside i

DevOps & InfraSeries B

Rank

#3188

Sector

Developer Tools

Est. Liquidity

~4Y

Data Quality

Data: Low

Cypress.io carries very high equity risk with negative expected upside over 2 years due to a stale valuation, critical competitive threat from Playwright, and likely dilution.

Last updated: July 3, 2026

Bull (10%)-11%

IPO window opens or category leadership drives multiple to 8x, yielding $279M exit. Net of 20% dilution dilution, upside is -10.5%.

Base (55%)-38%

Multiple converges to public comp average of 6x, exit value $209M. After 20% dilution, upside is -38%.

Bear (35%)-65%

Multiple compresses to 4x due to Playwright threat, exit $140M. Preference stack absorbs $63M, leaving common stock worthless. Net of dilution, upside -65%.

Est. time to liquidity~4.0 years

Preference Stack Risk

high

Funding Intensity

25%

Total funding $63M against $255M valuation (24.7% overhang), implying high preference stack risk for common stock.

Dilution Risk

high

Company is not profitable and last raised in 2020, making a dilutive funding round likely in the next 2 years.

Secondary Liquidity

none

No secondary market data available; likely no liquidity until IPO or acquisition.

Other — 4 roles

View all 4 open roles at Cypress.io →

Last updated: February 22, 2026

Questions to Ask at the Interview

Strategic questions based on Cypress.io's data — designed to show you've done your homework.

  • 1

    “How does Cypress plan to differentiate from Microsoft Playwright, especially given its multi-language support?”

  • 2

    “What is the company's path to profitability and when do you expect to raise the next round?”

  • 3

    “What liquidity timeline does the company target and are there any secondary market opportunities for employees?”

Community

Valuation Sentiment

Our model estimates -45% upside. What do you think?

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Disclaimer: This analysis is AI-generated and does not constitute financial or career advice. Always conduct your own due diligence.