Head of GTM
DiligenceSquared · New York City
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 our first commercial leader to build and lead go-to-market at DiligenceSquared. You'll work directly with the founders to define how we win new private equity clients, grow relationships across existing funds and build a repeatable commercial organization.
We build client relationships through high-value, project-based engagements. Success starts with earning the first mandate, delivering an exceptional client experience and expanding that trust across deal teams, strategies and offices to build a durable fund-wide relationship.
This is a hands-on builder role. You'll personally originate and close business before building the team and systems that make the approach repeatable.
What You Will Do
Win new clients: Build and execute a targeted outbound strategy, create qualified pipeline and lead opportunities from first conversation through proposal and close.
Grow existing accounts: Develop relationships across sector teams, strategies and offices within the funds we already serve, turning strong delivery into repeat and expanded revenue.
Own strategic relationships: Build trust with deal professionals and senior decision-makers through relevant insights, thoughtful follow-up and a strong understanding of their work.
Shape solutions: Partner with founders and delivery leaders to understand client needs, scope engagements, develop proposals and price work appropriately.
Build the commercial system: Establish account planning, pipeline management, CRM discipline, forecasting, handoffs and performance measurement.
Partner with marketing: Turn content, events, partnerships and inbound interest into commercial conversations and measurable pipeline.
Build the team: Determine the next GTM hires, recruit and coach them, and create clear ownership across new business and account expansion.
What We Are Looking For
Relevant leadership experience: You have at least eight years of relevant commercial experience, including experience selling to sophisticated institutional clients and leading commercial people.
Proven revenue ownership: You have personally originated and closed meaningful business and have been accountable for a team or company-level revenue target. Experience in private equity, consulting or investor relations is valuable, but does not substitute for demonstrated commercial results.
Experience building a commercial function: You have hired and coached commercial talent and established a repeatable approach to account planning, pipeline management, forecasting, CRM discipline, handoffs and performance measurement.
Private equity fluency: You understand how PE deal teams work, what creates demand for commercial diligence and research, and how buying decisions are made.
Hands-on leadership: You're excited to originate and close business yourself before and while building the team. You are not looking simply to inherit an established organization.
Excellent judgment with senior clients: You can lead a substantive conversation with PE professionals, recognize a real opportunity and earn the next step.
Commercial discipline: You follow through, ask directly for business and know how to balance revenue growth with strong project economics and a high-quality client experience.
Close founder partnership: You can challenge assumptions, make decisions with incomplete information and work closely with founders and delivery leaders to build the function.
Experience That Would Be a Plus
Experience in commercial due diligence, private equity or strategy consulting
Experience selling research, expert-network, advisory or technology-enabled services to investment teams
A strong network across private equity deal teams
Previous startup experience
Why DiligenceSquared
Build the GTM function at a YC-backed company with real revenue and strong client traction
Work directly with founders who bought this research at Blackstone and delivered it at BCG
Serve some of the world's leading private equity firms and help turn early relationships into a category-defining business
Meaningful early-stage equity and the opportunity to build and lead the commercial organization
Intellectually demanding work across complex industries, sophisticated clients and high-stakes decisions
A small, senior team that enjoys working together, with regular offsites, team dinners and meals together at the office
Competitive compensation, high ownership and very little bureaucracy