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Director, GTM Enablement

United States 160000.00 - 180000.00 USD / Year · Job Posted March 26, 2026
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Job Description

The Director of GTM Enablement defines and leads the strategy, operating model, and evolution of SQUIRE’s centralized enablement function. By building a scalable, data-driven organization, this leader drives measurable revenue impact and executional consistency across the full customer lifecycle. This role leads a team of Enablement Managers and serves as a strategic advisor to executive leadership. They own onboarding, product and launch readiness, skills development, coaching frameworks, communications, knowledge management, and AI-powered productivity systems across the company—acting as the connective tissue between company strategy and field execution. Success is measured by business outcomes. This leader defines and owns KPIs tied to quota attainment, ramp time, win rates, product adoption, lifecycle expansion, and execution consistency. While highly strategic in scope, this is a hands-on operator who can set direction, build scalable systems, and drive adoption across cross-functional stakeholders.

Job Responsibility

  • Build deep expertise in SQUIRE’s GTM strategy, industry, buyer personas, and competitive landscape to create enablement that drives frontline performance
  • Partner with RevOps and Strategy to ensure strong execution, measurement, and impact visibility by aligning enablement initiatives to revenue goals and lifecycle metrics
  • Own the long-term vision and roadmap for GTM Enablement
  • Ensure work is prioritized and resourced against the highest-impact growth opportunities
  • Define and track clear success metrics for Enablement by tying initiatives to revenue and lifecycle outcomes while driving alignment and consistent execution across the organization
  • Develop a consistent and shared framework for product and feature launch readiness across GTM teams
  • Ensure that teams are confident, informed, and equipped to bring new solutions to our customers
  • Build and scale strategic enablement frameworks that drive measurable results and empower Enablement Managers to execute and continuously improve
  • Define the onboarding and coaching model by setting clear standards that reduce ramp time, accelerate productivity, and equip frontline leaders with practical frameworks to drive accountability and performance
  • Set clear standards for product, technical, and communication readiness across Support and post-sale teams to ensure consistent messaging and a seamless customer experience
  • Modernize SQUIRE’s knowledge and enablement ecosystem by ensuring information is accurate, searchable, and continuously updated while embedding AI and automation into everyday workflows

Requirements

  • 10+ years of proven experience scaling GTM Enablement teams in high-growth SaaS environments
  • Full-stack enablement experience across Sales, Product, Customer Success, and/or Support preferred
  • Enterprise-wide GTM acumen with a deep understanding of the intersections between Product, Marketing, Sales, Customer Success, Support, and Revenue Operations
  • Strong communication skills with the ability to build consensus across senior leadership and diverse teams

What we offer

  • Bonus (15%)
  • New hire stock grant
  • 100% employer paid medical, dental, and vision insurance for you and your dependents
  • 401K plan with company contribution
  • Generous PTO and Parental Leave policies
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