Head of GTM

DiligenceSquared Inc.

• $160K — $200K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in commercial leadership roles, preferably in institutional client settings.
  • Proven track record of originating and closing significant deals.
  • Experience building and leading commercial teams and functions.
  • Strong understanding of private equity dynamics and deal-making processes.
  • Demonstrated ability to engage with senior-level clients effectively.
  • High commercial discipline balancing revenue generation and quality service delivery.
  • Willingness to be hands-on in both selling and leadership roles.

Responsibilities

  • Win new clients through targeted outbound strategies and manage the sales process from initiation to closure.
  • Grow existing client accounts by fostering cross-team relationships and expanding revenue through strong delivery.
  • Establish strategic client relationships by providing valuable insights and maintaining engagement with decision-makers.
  • Collaborate with founders to develop tailored client solutions and proposals, ensuring proper pricing and scoping.
  • Create and implement commercial systems for account planning, CRM, forecasting, and performance tracking.
  • Work closely with marketing to convert content and events into tangible commercial opportunities.
  • Recruit, coach, and build a high-performing go-to-market team.

Benefits

  • Opportunity to shape and influence the commercial strategy from the ground up.
  • Direct partnership with founders, working closely in developing the client engagement process.
  • Potential for significant career growth as the team and organization expand.
  • Involvement in high-value, project-based engagements with top-tier clients.
  • Opportunity to build a repeatable commercial function and legacy within the company.
Full Job Description
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


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