Head of GTM

About DiligenceSquared

AI-powered market due diligence for investment decisions

The role

## About DiligenceSquaredDiligenceSquared 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 RoleWe'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