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Chronicles

The story behind the story

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Stairwell, which scans companies' data to detect if they are currently compromised or were in the past, raised a $45M Series B led by Section 32

Help Net Security : Tweets: @eastdakota Tweets: Matthew Prince / @eastdakota : Proud to be a (small) angel investor. https://twitter.com/...

Help Net Security

Context & Ripple Effects

Stairwell's raise is a step up from its September 2021 $20M Series A led by Sequoia and Accel: this $45M Series B brings in Section 32 as lead, with Cloudflare CEO Matthew Prince joining as an angel investor per the relationship notes.

The round slots into a steady funding lane for enterprise security-data companies — SecurityScorecard's $50M Series D for risk monitoring and Very Good Security's $35M Series B for data protection preceded it — all selling visibility into data and risk rather than perimeter defense.

First-order effects

  • Stairwell gains roughly double its prior round in new capital from Section 32, extending its ability to scale the scanning product that tells companies whether they are compromised now or were in the past.

Second-order effects

  • Prince's angel check ties Stairwell to the Cloudflare orbit, giving it an influential distribution voice among the enterprises Cloudflare serves, while incumbents like SecurityScorecard face a rival selling retrospective compromise detection alongside their forward-looking risk scores.

Third-order effects

  • The pattern across these rounds points toward security budgets consolidating around data-intelligence platforms that answer 'were we breached?' forensically rather than tools that only block attacks — a direction later echoed by Depthfirst's push for 'general security intelligence' at an $80M Series B.

The trend: Enterprise security funding is migrating from prevention tooling toward platforms that mine companies' own data for evidence of compromise, with investors doubling down on each successive round.