funding_articleConfidence: medium
DiligenceSquared Raises $5M
$5M seed led by Relentless with Y Combinator participation; AI-native commercial due diligence for private equity.
Affected score: noObserved: May 20, 2026Amount: $5M
D
DiligenceSquared
SeedFunding signalMarket data is refreshed once per day from public sources. Information may be incomplete or outdated — verify independently before making decisions. This is not investment advice.
Investor read
Evidence-bound summary — expand sections for movement, risks, and signals.
Memo snapshot · May 20, 2026, 6:23 PM
Worth a meetingEvidence-bound analyst verdict
- •Funding: Raised $5M across 1 funding round. Latest: $5M Seed (Mar 2026). Investors: Relentless, Y Combinator.
- •Named backers in indexed sources: Relentless with Y Combinator participation, Relentless, Y Combinator.
- •Product/news: 1 product/news‑styled row(s); headline risk without filings
What would change this read
- →Open roles appearing would signal burn capacity and growth intent.
DealFlow OS uses public web data and automated enrichment. Research may be incomplete, outdated, or incorrect. Verify important information before making investment or outreach decisions.
TL;DR
Seed (YC)DiligenceSquared
Funding
Raised $5M across 1 funding round. Latest: $5M Seed (Mar 2026). Investors: Relentless, Y Combinator. (Medium).
Quick read
- •DiligenceSquared
- •Reported angle: DiligenceSquared Raises $5M
Key signals
Funding
Raised $5M across 1 funding round. Latest: $5M Seed (Mar 2026). Investors: Relentless, Y Combinator. (Medium).
Product / news
1 product/news‑styled row(s); headline risk without filings (High).
Evidence summary
Verified facts
- •DiligenceSquared
- •Reported angle: DiligenceSquared Raises $5M
Recent movers
- •May 20, 2026 · ycombinator.com — DiligenceSquared | Y Combinator
- •May 20, 2026 · prnewswire.com — DiligenceSquared Raises $5M
- •May 20, 2026 · ycombinator.com — DiligenceSquared | Y Combinator
- •May 20, 2026 · prnewswire.com — DiligenceSquared Raises $5M
- •Relentless with Y Combinator participation
- •Relentless
- •Y Combinator
Suggested next steps
- ▸Open a founder conversation this month; validate traction claims against the indexed evidence.
- ▸Add to the active watchlist so new signals trigger alerts.
Funding & hiring signals
funding_articleMay 20, 2026Confidence: high
DiligenceSquared | Y Combinator
Fall 2025 batch; AI-powered market due diligence.
Affected score: yesObserved: May 20, 2026
fundingraised
Open roles (indexed)
No open roles indexed yet.
Public index
188Activity 77/100Elevated public activity signal
7D+58 (+44.6%)
30D+57 (+43.5%)
Needs Review
The index price and activity score are algorithmic estimates based on observed public company-level signals. They may be incomplete, stale, or inaccurate and are not investment, legal, tax, or business advice.
Source health
- public_page:homeokLast checked Thu, Jul 2, 04:14 PM
- public_market_enrichmentokLast checked Mon, May 11, 04:59 AM
- public_page:_okLast checked Mon, May 11, 04:59 AM
- public_page:teamokLast checked Sun, May 10, 11:01 PM
Public source summary
- Total evidence rows
- 4
- Latest evidence
- Thu, Jul 2, 04:14 PM
Source types found
founderfunding_articleofficial_site
Strongest / recent news-style rows
- DiligenceSquared | Y Combinator
Wed, May 20, 06:23 PM · confidence 85%high quality
- Team | DiligenceSquared
Team page · Sun, May 10, 11:01 PM · confidence 90%high quality
- DiligenceSquared Raises $5M
Wed, May 20, 06:23 PM · confidence 88%medium quality
Public signal timeline
Newest first · 4 event(s)
1
Thu, Jul 2, 04:14 PM · official_site · 90% · publichigh qualityHome | DiligenceSquared
Source ↗Source: Homepage
AI-powered market research · Private Equity. Investor‑grade commercial due diligence with unprecedented speed and cost-efficiency.
2
Wed, May 20, 06:23 PM · funding_article · 85% · verified_publichigh qualityDiligenceSquared | Y Combinator
Source ↗Fall 2025 batch; AI-powered market due diligence.
3
Sun, May 10, 11:01 PM · founder · 90% · publichigh qualityTeam | DiligenceSquared
Source ↗Source: Team page
AI-powered market research · Private Equity. Investor‑grade commercial due diligence with unprecedented speed and cost-efficiency.
4
Wed, May 20, 06:23 PM · funding_article · 88% · verified_publicmedium qualityDiligenceSquared Raises $5M
Source ↗$5M seed led by Relentless with Y Combinator participation; AI-native commercial due diligence for private equity.
Official / company site
1 row(s)
The company's own site — the authoritative description of what they sell and to whom. Marketing-controlled, so treat claims as positioning rather than verified traction.
official_site·Thu, Jul 2, 04:14 PM·Confidence 90%high qualitypublic
Home | DiligenceSquaredAI-powered market research · Private Equity. Investor‑grade commercial due diligence with unprecedented speed and cost-efficiency.
Why it matters: Primary source — the company's own positioning; best read for what they sell and to whom, not for traction claims.
Open source ↗News
1 row(s)
Third-party press coverage. Independent reporting corroborates company claims; repeated coverage across outlets is a momentum signal.
founder·Sun, May 10, 11:01 PM·Confidence 90%high qualitypublic
Team | DiligenceSquaredAI-powered market research · Private Equity. Investor‑grade commercial due diligence with unprecedented speed and cost-efficiency.
Why it matters: Independent coverage — third-party corroboration of company claims; recurring coverage indicates rising visibility.
Open source ↗Funding / news
2 row(s)
Funding announcements and investor-database records. The strongest public signal of capitalization: round, amount, and syndicate quality when disclosed.
funding_article·Wed, May 20, 06:23 PM·Confidence 85%high qualityverified_public
DiligenceSquared | Y CombinatorFall 2025 batch; AI-powered market due diligence.
Why it matters: Funding signal — capitalization evidence; check the linked source for round, amount, and investors.
Open source ↗funding_article·Wed, May 20, 06:23 PM·Confidence 88%medium qualityverified_public
DiligenceSquared Raises $5M$5M seed led by Relentless with Y Combinator participation; AI-native commercial due diligence for private equity.
Why it matters: Funding signal — Seed per this source; verify against the linked original before relying on it.
Open source ↗Private workspace
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