-34%

est. 2Y upside i

Series D+

Sales engagement and execution platform for revenue teams

Rank

#2992

Sector

Enterprise Software

Est. Liquidity

~4Y

Data Quality

Data: Medium

Given a probability-weighted expected downside of ~34% over 2 years, high bear probability due to intense incumbent competition and stale valuation, and likely dilution from a needed capital raise, this equity grant carries higher risk.

Last updated: July 3, 2026

Bull (20%)+18%

Bull case: Exit multiple holds at 12x due to AI agent leadership and IPO window reopening, implying $6.1B exit value. After 20% dilution for expected raise, net upside ~18%.

Base (35%)-28%

Base case: Multiple converges to public comp median of 8x, exit value $4.1B. Dilution of 20% results in net -27.8%.

Bear (45%)-62%

Bear case: Multiple compresses to 5x below comp range, exit value $2.5B. After 20% dilution, net -62.4%. Preference stack does not fully protect common at this level.

Est. time to liquidity~4.0 years
Adjusted for competitive dynamics: -33% (raw: -34%, adjustment: +2%)

Preference Stack Risk

moderate

Funding Intensity

11%

Total preferred stock of $489M represents ~11% of entry valuation, giving moderate preference overhang.

Dilution Risk

high

With no recent funding and negative profitability, a capital raise is likely, causing 15-25% dilution.

Secondary Liquidity

none

No secondary market activity recorded; liquidity is expected only through IPO or acquisition.

Customer Success — 3 roles

Enablement — 1 role

People — 1 role

Professional Services and Education — 1 role

View all 38 open roles at Outreach →

Last updated: March 10, 2026

Questions to Ask at the Interview

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

  • 1

    “How does Outreach plan to differentiate against Salesforce's Agentforce and HubSpot's Sales Hub AI features?”

  • 2

    “What is the company's path to profitability and how does it plan to manage cash burn given the latest round was 5 years ago?”

  • 3

    “Given the stale valuation, what is the current 409A valuation for common stock and how does it compare to the 2021 round valuation?”

Community

Valuation Sentiment

Our model estimates -34% 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.