
DiligenceSquared
AI voice agents that replace the $500K McKinsey commercial due diligence report for private equity
Last verified August 17, 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.
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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.
How to actually get hired at DiligenceSquared
Why applying the normal way doesn't work
At this size (<50 people), DiligenceSquared has no recruiting function. Founders handle hiring alongside everything else. Reach them directly or get lost in the inbox.
Who to contact at DiligenceSquared
Founding team
Frederik spent his career at Blackstone, one of the largest private equity firms in the world, working as a Principal across the San Francisco, New York, and London offices. In that role, he was a buyer of commercial due diligence: he was the person signing the $500,000 cheques to McKinsey, BCG, and Bain, reviewing the 200-page reports those firms produced, and ultimately deciding whether the research was credible enough to support a multi-billion-dollar investment decision. He has described commissioning "dozens" of these reports over the course of his career at Blackstone, which means he has seen every major variation of the format, knows what makes a managing director trust the analysis versus push back on it, and knows precisely where the consulting markup is highest relative to actual value delivered. That specific lived experience is the thing that makes DiligenceSquared's founder-market fit unusually strong. This is not a founder who identified commercial due diligence as an interesting market opportunity from the outside. It is a founder who spent years as the customer and watched the same inefficiencies repeat, project after project. The question he is answering, can AI do the customer interview and synthesis work credibly enough for a global PE fund, is a question he has the domain expertise to answer definitively, because he knows what "credible enough" looks like at Blackstone. His public writing is lean but deliberate. The YC company profile is unusually direct about the founder-market fit argument: "Frederik bought these reports as a Principal at Blackstone. Soren sold them as a Principal at BCG. Harshil is a repeat founder and former Software Engineer at Google. We've seen both sides and know what matters in due diligence, and now we automate it." That framing is a tell about how Frederik thinks: he leads with proof of experience, not with mission language. When you reach out, match that register. Don't tell him you're excited about the space. Tell him what you've done that is relevant. He is based in San Francisco. The confirmed public contact for the founding team is founders@diligencesquared.com, which makes email the clearest entry point. LinkedIn DM is also viable once you've verified his profile.
Where Frederik represents the buyer's perspective on commercial due diligence, Søren represents the seller's. He spent seven years as a Principal in BCG's private equity practice in New York, leading more than 40 commercial due diligence projects for some of the world's largest PE, growth equity, and hedge funds. He has been in the room where those 200-page reports are built from scratch: structuring the interview guides, coordinating the customer calls, synthesising findings across dozens of conversations, and defending the commercial thesis to a managing director at KKR or Apollo who is sceptical of the analysis. He knows what it takes to make a diligence report credible to that audience, because credibility was the professional standard his work was judged against for seven years. The partnership between Søren and Frederik is unusually well-matched because they've seen both sides of a market with almost no transparency. Most PE funds don't talk to the consulting firms about what they actually found useful in the reports, and most consulting firms don't know how the analysis lands on the buy-side. Søren and Frederik closed that gap by simply having worked on opposite sides of the same transaction type. Together they know what the buyer reads and what they skip, which claims require source transcripts to be credible and which don't, and where AI can genuinely compete with a team of BCG consultants versus where human judgment is still required. His outreach preferences mirror Frederik's: he is results-focused and uninterested in enthusiasm. If you have PE, consulting, or finance background, make that explicit immediately, he will recognise it. If you come from a technical background, lead with what you've built that is relevant to the product pipeline.
What to show them
DiligenceSquared's product is an AI pipeline: voice agents that conduct interviews, transcription and structuring of those interviews, synthesis of findings against source transcripts, and a reporting layer that an analyst can actually review. That's a full-stack engineering problem with ML at its core. With three co-founders and three engineering roles on YC, this is the most urgent hire, someone who can own meaningful parts of the product independently. Core skills: Python, full-stack web development (React/Next.js + backend), LLM API integration (voice agents, Whisper/AssemblyAI for transcription), data pipelines, database design, experience shipping production AI features, startup pace comfort Proof of work: Build a minimal proof-of-concept voice interview pipeline: a script that uses an LLM to conduct a 5-question interview via a voice API (ElevenLabs, OpenAI TTS, or equivalent), transcribes the responses, and produces a structured output document with each claim linked to the relevant transcript segment. Post it to GitHub with a short README explaining your design decisions and what you'd need to build to make it production-ready. Send the link in your first message.
A cold email that works at DiligenceSquared
What DiligenceSquared screens for
DiligenceSquared has three employees and is already serving two of the world's five largest private equity funds. That gap, three people, global-tier enterprise clients, fresh capital, is the entire signal. Their YC company profile confirms three engineering roles are currently open, but they don't have a website careers page, a Wellfound profile, or LinkedIn job listings. The funding announcement from TechCrunch landed March 5, so the inbound attention has largely passed. Damir Becirovic led this round out of Relentless, his new firm after leaving Index Ventures. Index's track record in enterprise software (Figma, Notion, Collibra) informs Becirovic's thesis: he backs companies building new workflow categories in professional services where AI can eliminate expensive human overhead. His typical next push at this stage is to get the product faster, get more logos, and build toward a Series A. All three of those need engineers. YC Fall 2025 companies are in the phase where they've passed Demo Day, closed their seed, and are now executing on the premise, which is peak hiring velocity.
Tailor your CV to the specific DiligenceSquared role rather than sending a general one. Applications that mirror the language of the job description clear automated filters at a materially higher rate.
Don't make these mistakes
Don't reach out as someone with a generic interest in "AI and finance" or "the future of private equity." All three founders have deep domain expertise and will instantly distinguish between someone who has worked in PE or consulting versus someone who is interested in the space from the outside. If you have that background, name it immediately and specifically, firm name, deal type, years, and what you worked on. If you don't, lead entirely with your technical proof of work and keep the outreach brief. The email founders@diligencesquared.com is confirmed public and is your cleanest entry point.
Mistakes that kill DiligenceSquared applications
Don't send the same CV you sent everywhere else. At <50 people it's obvious, and it's the fastest rejection there is.
Lead with their problem, not your ambition. DiligenceSquared is focused on 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 — show you understand that.
Most AI applications get ghosted. A day-five follow-up can double your response rate.
Applying to DiligenceSquared? Get the contact, not the form.
The DiligenceSquared interview process
3 stages · 7 days typical · take-home: yes · modelled from similar companies
We don't yet have verified candidate reports for DiligenceSquared. What follows is the typical process for a <50-person AI company — treat it as a model, not confirmed detail.
Interview stages
Intro Call
Video call · 30 min
Culture fit and role expectations
Founder or hiring manager
Technical Deep Dive
Video call or in-person · 60 min
Past projects and problem-solving approach
Technical founder or lead
Final Round
In-person or video · 45 min
Team fit and offer discussion
Founding team
DiligenceSquared take-home assignment
DiligenceSquared includes a take-home exercise in their interview process. For AI roles, this typically involves a practical problem that takes 2-4 hours. Focus on clean, working code over premature optimization. They're evaluating how you think and communicate, not just the solution.
DiligenceSquared interview timeline
DiligenceSquared runs about days from first contact to offer. The median for AI companies at <50 people is 10 days, so DiligenceSquared is faster than most.
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Submit your DiligenceSquared interview experience →DiligenceSquared jobs, 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.
Does DiligenceSquared respond to cold emails?
We haven't verified response rates at DiligenceSquared yet.
Who is the hiring manager at DiligenceSquared?
At this size, hiring is usually run by a founder or department head.
How competitive is it to get hired at DiligenceSquared?
Roles at <50-person AI companies typically draw 50-100 applicants in the first two weeks. Applying inside 72 hours of a posting going live is the single biggest lever you control.
How many rounds is the DiligenceSquared interview?
3 stages: Intro Call, Technical Deep Dive, Final Round.
Is the DiligenceSquared interview hard?
The interview emphasizes technical depth and system design over abstract problems. Hardest stage: Technical Interview.
Does DiligenceSquared give a take-home task?
Yes, DiligenceSquared includes a take-home assignment.
How long does DiligenceSquared take to get back to you?
Around 7 days across the full process.
What should I prepare for the DiligenceSquared interview?
Prepare for technical depth and system design. A <50-person startup wants proof you can ship, not that you can whiteboard.
Where is DiligenceSquared based?
DiligenceSquared is headquartered in San Francisco.
Get DiligenceSquared roles before they're posted
A role stays uncontested for about four days. Here's the window — and where we put you in it.
From $9/month, cancel any time.
Watching DiligenceSquared
0 applicantsRole spotted & verified
1You get the alert
1You've applied
~8Hits the job boards
250+