Diligence memo · auto-generated · as of July 2, 2026
Checkerspot, Inc.
Checkerspot, Inc. looks under-valued against its niche peers and is active on financing cadence.
Businessfiled
Checkerspot, Inc. operates in Other, based in Alameda.
Sector still resolves to a broad 'Other' bucket, so operating comparables below are weaker than for a tightly-classified peer.
No verified homepage on file yet — operating evidence is limited to the public record.
Capital & rounds (filed)filed
Checkerspot, Inc. has raised $86M in disclosed capital across 4 recorded rounds, aggregated from public filings. Its latest round is modeled as Series B (a $15M–$40M round).
Largest single filing: $40M on 2022-09-16.
Most recent recorded round closed around 2025-11-19.
Valuation (modeled)modeled
Provath models Checkerspot, Inc. at approximately $33M (range $19M–$46M). This is an algorithmic estimate from round sizes and same-niche peers — not a quoted or reported figure.
Read: Under-valued. Modeled value is 0.39× the median modeled value of Series B Other companies in 2025–2027 (207 peers) — value vs value, same stage and era.
Financing rhythm & timingmixed
Historic cadence: a new round about every 30 months.
Last raise 7 mo ago; this sector typically re-raises about every 11 months.
Raising on or ahead of the sector's normal rhythm.
The last round was 5.3× smaller than the prior — a bridge or down round.
Comparablesmixed
Capital scale ranks ahead of 96% of Other peers (25015 compared).
Modeled value ranks above 64% of those peers.
Closest niche peers: Acorn Sim Investor Holdings, LLC, Aircapture, Inc., Bathhouse Holdings Inc., Chlorum Solutions USA LLC, Olympus Pines LLC.
Peoplefiled
11 named people on file across officers, directors and signatories.
Risks & flagsmixed
Broad sector classification weakens peer comparison.
No clearly named CEO/founder/principal in the surfaced records — key-person evidence is thin.