Business Lead

DiligenceSquared (YC F25); New York (NY); On-site; USD 160,000 - 200,000; Full time

Benefits offered by this job

Early-stage equity (YC-backed)

Ownership from day one

Competitive compensation

Work with cutting-edge AI tools

Job summary

DiligenceSquared is seeking 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 for our AI-powered research process, translating client needs into precise guidelines for AI agents and ensuring white-glove service across engagements.

This highly visible role involves direct collaboration with partners and deal teams at top-tier PE funds, owning work, shaping product improvements, and driving

Qualifications

• 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 ownership mentality and ability to operate independently.
• Genuine curiosity about AI and its implications for knowledge work.

Responsibilities

• 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.

Skills

Client-facing

CDD methodology

Project management

Private equity experience

Written communication

Job description

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.

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

Compensation Range: $160K - $200K