Head of GTM
DiligenceSquared · diligencesquared.com
New YorkOn-siteDirector
The job in short
Go-to-market leadership.
Marketing
Details
- Found
- 24 d ago · posted 2026-09-29
- Location as listed
- New York City
- Role
- Executive / Director
- Source
- The company’s own careers site
Full 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.
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
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Win new clients: Build and execute a targeted outbound strategy, create qualified pipeline and lead opportunities from first conversation through proposal and close.
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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.
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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.
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Shape solutions: Partner with founders and delivery leaders to understand client needs, scope engagements, develop proposals and price work appropriately.
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Build the commercial system: Establish account planning, pipeline management, CRM discipline, forecasting, handoffs and performance measurement.
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Partner with marketing: Turn content, events, partnerships and inbound interest into commercial conversations and measurable pipeline.
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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
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Relevant leadership experience: You have at least eight years of relevant commercial experience, including experience selling to sophisticated institutional clients and leading commercial people.
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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.
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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.
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Private equity fluency: You understand how PE deal teams work, what creates demand for commercial diligence and research, and how buying decisions are made.
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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.
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Excellent judgment with senior clients: You can lead a substantive conversation with PE professionals, recognize a real opportunity and earn the next step.
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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.
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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
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Experience in commercial due diligence, private equity or strategy consulting
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Experience selling research, expert-network, advisory or technology-enabled services to investment teams
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A strong network across private equity deal teams
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Previous startup experience
Why DiligenceSquared
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Build the GTM function at a YC-backed company with real revenue and strong client traction
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Work directly with founders who bought this research at Blackstone and delivered it at BCG
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Serve some of the world's leading private equity firms and help turn early relationships into a category-defining business
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Meaningful early-stage equity and the opportunity to build and lead the commercial organization
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Intellectually demanding work across complex industries, sophisticated clients and high-stakes decisions
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A small, senior team that enjoys working together, with regular offsites, team dinners and meals together at the office
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Competitive compensation, high ownership and very little bureaucracy
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