Director GTM Strategy

Showpad•Boston, MA

2d•Remote

About The Position

As the Director of GTM Strategy (Land, Expand & Ecosystem), you are the strategic architect of Showpad’s growth engine. You own the "Front-End" of the revenue engine, ensuring our new business, expansion, and partner motions are optimized for scale. This is a "Product Management" style leadership role where your "product" is the sales motion itself. You define the benchmarks for success and identify the AI-driven interventions needed to help the field reach them. You lead a team of analysts and strategists while personally driving the strategic direction.

Requirements

8+ years in Sales/Revenue Operations, Management Consulting, or GTM Strategy.
Experience in a high-growth, PE-backed SaaS environment (Vista-style) is a major plus.
Proven track record of building and managing high-performing teams.
Advanced proficiency in Salesforce (SFDC) and Excel/Google Sheets.
Ability to translate business needs into technical requirements for an Engineering team.
Proven ability to design territory and quota models from scratch.
Ability to challenge Sales and Partner leadership with data-backed insights while maintaining strong working relationships.
Experience coaching, developing, and retaining top analytical talent. You know how to set direction and get out of the way.

Responsibilities

Define and set the performance benchmarks for the Land & Expand motions (e.g., Target CAC, LTV/CAC ratios, Partner-sourced pipeline %). You own the "Target" that the field is aiming for.
Lead the annual and semi-annual planning cycles for the New Business, Expansion, and Partnership organizations, including capacity modeling and quota distribution.
Act as the "Field Scout" to identify high-friction manual tasks (e.g., prospecting research or partner lead routing). You define the "Job to be Done" and business logic for new AI Agents.
Own the "Last-Mile" analysis. Once the Insights team stabilizes a reporting tool, you perform deep-dives into territory health, partner attribution, and win/loss trends.
Lead User Acceptance Testing (UAT) for new AI tools. You run pilot groups with AEs and xDRs to ensure AI output is high-quality before global rollout.
Collaborate with the VP of Enablement on "Problem Discovery" to ensure S&O is solving the most pressing field friction points. You lead the strategic "Why" behind new tool rollouts.
Act as the lead for the Partnerships team, defining how partners show up in territories, lead routing, and attribution models to ensure a "better together" motion.
Become trusted advisor to Marketing, Sales and Finance leaders.
Lead, coach, and develop a team of GTM analysts and strategists. Set clear objectives, manage performance, and ensure your team is focused on the highest-impact work. You are the "player-coach"—you set the strategic direction and ensure your team has the skills and support to execute.