-11%

est. 2Y upside i

Series A

Day.ai combines the features of a Meeting Assistant, CRM, and Knowledge Base into a single unified solution that replaces the manual, complicated interfaces of legacy CRM, and keeps you connected to what customers want.

Rank

#3164

Sector

B2B SaaS

Est. Liquidity

~4Y

Data Quality

Data: Low

Job candidate should negotiate higher cash compensation and lower equity stake given high risk and negative expected upside over 2 years.

Last updated: July 3, 2026

Bull (20%)+96%

AI CRM category leader emerges; IPO window opens in 2027; exit multiple expands to 15x on projected $11.5M ARR, implying $173M exit, 96% upside after dilution.

Base (35%)-5%

Multiple converges to 8x as growth decelerates; exit at $92M results in slight negative return after dilution.

Bear (45%)-62%

Incumbents crush differentiation; multiple compresses to 4x; exit at $46M yields 62% loss after preference and dilution.

Est. time to liquidity~4.0 years

Preference Stack Risk

high

Funding Intensity

30%

Total preferred liquidation preference of $24M represents 30% of entry valuation, meaning common shareholders only participate above that threshold.

Dilution Risk

moderate

With $24M total funding and 40 employees, runway likely extends beyond 2 years, but a future raise is possible if growth needs capital.

Secondary Liquidity

none

No secondary market activity noted; employees likely hold illiquid shares until exit.

Questions to Ask at the Interview

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

  • 1

    “How does Day AI's context graph provide a defensible moat against Salesforce and HubSpot?”

  • 2

    “What is the unit economics and path to breakeven given the subscription model?”

  • 3

    “How do you think about equity liquidity and the typical timeline to exit at this stage?”

Community

Valuation Sentiment

Our model estimates -11% 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.