Get hired atDiligenceSquared×The Anti Job Board

How to Actually Get Hired

Who reads applications, which channel gets a reply, and what they screen for.

<50 peopleSan FranciscoAI

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.

What gets their attention

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.

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

Who decides:a founder or department head
Best channel:LinkedIn or direct email

Founding team

FH
Frederik Hansen
Co-Founder & CEO

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.

SB
Søren Biltoft
Co-Founder

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

Subject: Founding Engineer (Full-Stack / AI Systems), [your one-line proof]
Hi Frederik, I built a minimal version of DiligenceSquared's core interview-to-structured-output pipeline last night to understand the technical problem. GitHub link attached. I have [relevant backend/AI engineering background]. The transcript-to-claim linkage is the part I'd want to talk through, I have a specific idea about how to make it more auditable. Worth 15 minutes?

What DiligenceSquared screens for

What they look 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.

Mistakes that kill 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.

Frequently asked questions

How do I apply to DiligenceSquared?

Through the roles on our DiligenceSquared jobs page, or directly to a founder or department head if you can reach them. At <50 people, direct outreach outperforms the form.

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.

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