Business Lead

About DiligenceSquared

DiligenceSquared is the AI-native consulting firm. We deliver investment-grade market research and commercial due diligence, powered by AI agents and led by experienced consultants. Our founding team brings deep experience from Blackstone and BCG, and we’re backed by Y Combinator and Relentless. Our clients include 5 of the 10 largest private equity firms in the world and represent more than $3T in combined AUM.

The Role

We're looking for a sharp, client-facing Business Lead to own the delivery of commercial due diligence for leading private equity funds.

You'll be the human-in-the-loop at the heart of our AI-powered research process: translating client needs into precise guidelines for our AI agents, overseeing the quality of their outputs, and ensuring every engagement is delivered with white-glove service.

This is a highly visible, client-facing role. You'll work directly with partners and deal teams at top-tier PE funds, have real ownership over your work, and help shape how we build and scale the product – without the layers of process that come with larger organizations.

What You'll Do

• Own project delivery across multiple simultaneous CDD engagements, from kickoff through final report

• Manage client relationships day-to-day

• Coordinate expert sourcing across expert networks

• Work closely with our AI systems to oversee interviews, analysis and synthesis to ensure coverage against client briefs

• Partner with our engineering team to translate client and operational insights into product improvements

• Build and refine internal processes and templates that improve delivery quality and speed

• Collaborate with the founding team on product feedback

What We're Looking For

• 3–6 years of experience at an MBB firm, in private equity, or in investment banking

• Experience with commercial due diligence — you understand the methodology, the client expectations, and what separates a good CDD from a great one

• Track record of managing complex, deadline-driven workstreams with multiple stakeholders

• Exceptional written and verbal communication

• High attention to detail — you catch errors others miss and hold your work to an exceptionally high bar

• High ownership mentality: you spot problems early and solve them independently

• Genuine curiosity about AI and its implications for knowledge work — you should be excited about working at the cutting edge of how AI is transforming research and analysis

• Start-up mentality — you're energized by ownership, speed, and variety; equally comfortable shaping strategy and handling the unglamorous work that comes with building something from the ground up

• Comfortable operating in ambiguity and building structure where there isn't any

Why DiligenceSquared

• Early-stage equity at a YC-backed company with strong investor conviction and active deal flow

• Work at the cutting edge of applied AI — you'll use and shape tools that don't exist anywhere else in the industry

• Work directly with the founding team — high ownership and real impact from day one

• Intellectually demanding work: complex industries, sophisticated clients, high stakes

• A front-row seat to how AI is transforming the multi-billion dollar commercial due diligence market

• Competitive compensation and a collaborative, no-bureaucracy culture