Head of GTM
About the role
Head of GTM role at DiligenceSquared, an AI-native consulting firm building and leading the go-to-market function for a YC-backed startup focused on investment-grade market due diligence.
Responsibilities
- 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.
Qualifications
- Relevant leadership experience: at least eight years of relevant commercial experience, including experience selling to sophisticated institutional clients and leading commercial people.
- Proven revenue ownership: personally originated and closed meaningful business and led a team or company-level revenue target.
- Experience building a commercial function: 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: understanding of PE deal teams, demand for commercial diligence and research, and buying decision processes.
- Hands-on leadership: ability to originate and close business while building the team.
- Excellent judgment with senior clients: capable of leading substantive conversations with PE professionals.
- Commercial discipline: ability to balance revenue growth with project economics and client experience.
- Close founder partnership: comfortable challenging assumptions and working closely with founders and delivery leaders.
Skills
Benefits
- Meaningful early-stage equity
- Competitive compensation
- High ownership and very little bureaucracy
- Intellectually demanding work across complex industries and high-stakes decisions
- Regular offsites and team activities

About DiligenceSquared
AI-powered market due diligence for investment decisions
DiligenceSquared delivers AI-powered market due diligence for investment decisions - like the $500k McKinsey reports, but automated, auditable, and at a fraction of the cost. When Private Equity funds evaluate deals, they pay firms like McKinsey, BCG, and Bain $500K-$1M for market due diligence. The process takes weeks, and the output is a static PowerPoint that's impossible to audit. A single large-cap PE fund can spend >$30M annually on this and the total market is $10B per year. Our AI agents conduct expert interviews and synthesize insights with every claim linked to source transcripts. No black box, no "trust me" slides, and no 10x mark-up for human labor. Frederik bought these reports as a Principal at Blackstone. Soren sold them as a Principal at BCG. Harshil is a repeat founder and former Software Engineer at Google. We've seen both sides and know what matters in due diligence - and now we automate it. Our clients already include 8 leading private equity funds with over $2.4 trillion in combined AUM.
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