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DiligenceSquared

AI voice agents that replace the $500K McKinsey commercial due diligence report for private equity

2 open rolesSeed · $5M Seed<50 peopleSan Francisco

Last verified August 15, 2026 · Updated daily

What DiligenceSquared is building

When a private equity firm is evaluating a multi-billion-dollar acquisition, they pay McKinsey, BCG, or Bain up to $1M to interview the target company's customers, C-suite executives, procurement officers, industry specialists, and produce a 200-page commercial due diligence report. DiligenceSquared replaces that with AI voice agents that conduct those same customer interviews autonomously, then synthesise the findings into a fully auditable report where every claim is linked to a source transcript. No black box. No "trust us" slide from a consultant. And the price is $50,000 instead of $500,000. The company involves senior human consultants to verify accuracy on the output side, so this isn't a pure automation play, it's a hybrid that uses AI to do the groundwork while keeping human QA where it matters.

Why this matters

Commercial due diligence has always been the preserve of the very largest PE firms simply because smaller funds couldn't justify $500K on a report for a deal that might fall through. DiligenceSquared's price point changes that: at $50K, PE funds can commission diligence far earlier in the process, on deals they're less certain about, which means better-informed investment decisions across the entire market. The broader wave here is AI being applied to knowledge work that has historically been defended by incumbent consulting firms through relationships, brand, and pricing power rather than genuine process efficiency. The $10B annual commercial diligence market is enormous, and DiligenceSquared is entering it at the exact moment when AI voice agents are capable enough to conduct complex expert interviews credibly. Their main competitor, Bridgetown Research, raised a $19M Series A from Accel and Lightspeed in February 2026, that's a validation signal for the category, and it means DiligenceSquared needs to move fast.

Investors: Relentless (Damir Becirovic, lead), Y Combinator (Fall 2025)

Open roles at DiligenceSquared

2 positions we're tracking. Roles are re-checked daily and removed when filled.

Founding Engineer (Full-Stack / AI Systems)

San Francisco·Mid-level

First seen 4 months ago

Apply →

AI Research / Interview Quality Engineer

San Francisco·Mid-level

First seen 4 months ago

Apply →

Working at DiligenceSquared

DiligenceSquared is AI voice agents that replace the $500K McKinsey commercial due diligence report for private equity, founded in and now <50 people. What this means for you: broad remit, direct access to founders, and equity that still means something if the company works out.

San Francisco is where most DiligenceSquared positions are located.

Frequently asked questions

How many jobs does DiligenceSquared have open?

We're tracking 2 active openings at DiligenceSquared (verified March 2025).

Does DiligenceSquared hire remotely?

Currently, DiligenceSquared only has in-office roles in San Francisco.

What roles is DiligenceSquared hiring for?

DiligenceSquared is hiring across Engineering. The most recent opening is Founding Engineer (Full-Stack / AI Systems).

How do I apply for a job at DiligenceSquared?

Click through to apply, or see our detailed guide on landing a job at DiligenceSquared.

Where is DiligenceSquared based?

DiligenceSquared is headquartered in San Francisco.

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