Head of GTM Strategy and Ops

WorkWhile

$130K — $180K *
Business Services
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • 8+ years in Business Operations with GTM experience, including Revenue/Sales Operations and GTM Strategy.
  • 3+ years of direct leadership in high-performance teams at hyper-growth companies.
  • Proven success navigating revenue growth from $20M to $100M+ in fast-paced environments.
  • Advanced skills in Salesforce administration, data modeling, and business analytics.
  • Experience with AI tools for operational optimization, including predictive modeling.
  • Collaborative leadership style with strong executive presence and communication skills.
  • Proficiency in SQL and analytical dashboard construction.

Responsibilities

  • Drive strategy for GTM projects like intent signals and pricing strategies.
  • Manage the end-to-end GTM cadence, ensuring accurate forecasting for leadership.
  • Oversee the GTM tech stack to maintain data hygiene and automate reporting.
  • Integrate AI tools for optimizing outreach and account scoring.
  • Lead cross-functional projects with internal partners to prioritize GTM needs.
  • Design commission structures that align with company objectives.
  • Build and lead a high-performing RevOps team to support GTM efforts.

Benefits

  • Competitive base salary and bonus.
  • Equity opportunities.
  • Hybrid work culture with office locations in SF, NY, Seattle, and Toronto.
  • Company-wide in-person offsite gatherings.
  • Comprehensive medical, dental, and vision coverage.
  • Flexible time off policy.
  • 401(k) plan with employer matching contributions.
  • Work-from-home stipend for home office setup.
Full Job Description
The Role

As the Head of GTM Strategy & Operations, you will be the strategic engine powering our multi-segment Go-To-Market (GTM) machine. You will transition our scaling revenue operations from manual processes into a highly automated, cohesive revenue operating system that fuels predictable, data-driven company growth.
Key Responsibilities
  • GTM Motion Enablement & Evolution: Drive strategy for projects such as capturing intent signals, outbound sequence best practices, deal conversion levers, pricing strategy and deal desk.
  • Revenue Operating System: Own and manage the end-to-end GTM cadence, including weekly forecasting models, monthly business reviews, and quarterly business reviews (QBRs). Deliver a single, methodology-backed forecast for leadership and investors.
  • Systems & Technology: End-to-end ownership of our GTM tech stack (Salesforce, Nooks, Gong, HighTouch, and Clay). Automate core pipeline architectures, dashboard reporting, and data pipelines to maintain pristine data hygiene.
  • AI Integration: Embed advanced AI tools into top-of-funnel and lifecycle motions, enabling automated account scoring, base enrichment, and intent signaling so outreach and routing are completely optimized.
  • Cross-Functional Collaboration and Project Management: Steer projects with internal partners such as Marketplace Operations, Finance, Product and Customer Success to represent GTM's priorities and needs.
  • Planning & Performance: Redesign, model, and deploy fair, motivational commission structures tied to company objectives. Partner with Finance and pod leads on territory mapping, quota assignments, and capacity modeling.
  • Team Leadership: Build the S&O team roadmap. Manage, coach, and expand a high-performing RevOps team from the ground up, serving as the critical connective tissue across GTM, Marketing, Finance, and Product.


About You
  • 8+ years of experience in Business Operations with GTM experience, including Revenue Operations, Sales Operations, and GTM Strategy, with at least 3 years directly leading high-performance teams.
  • Proven leadership track record at a hyper-growth marketplace, SaaS, or workforce platform navigating the trajectory from $20M to $100M+ in revenue.
  • Advanced proficiency in Salesforce administration, data modeling, SQL, and business analytics dashboards (e.g., Metabase).
  • AI-native posture with direct experience utilizing predictive modeling or prompt-engineered tools (Claude, Clay, etc.) to streamline operational inefficiencies.
  • Collaborative, high-velocity, low-ego leadership style with excellent executive presence and written communication skills.
  • SQL and business analytics skills are non-negotiable.

Benefits & Perks
  • Competitive base salary and bonus
  • Equity
  • Hybrid work culture with office hubs in SF, NY, Seattle & Toronto
  • In-person company offsites
  • Medical, dental, & vision coverage
  • Flexible time off
  • 401(k) with employer match
  • WFH stipend to support your home office needs

WorkWhile has a diverse, mission-driven, and supportive culture-we look for people who want to take ownership, are energized by ambiguity, and strive to make a lasting impact. If this resonates with you, we'd love to chat!

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