Apply

Ready to go for it?

AI Apply speeds things up—apply directly if you prefer.

FREE ACCESS
5,000–10,000 jobs/day
JobTailor Logo

See all jobs on JobTailor

Search thousands of fresh jobs every day.

Discover
  • Fresh listings
  • Fast filters
  • No subscription required
Create a free account and start exploring right away.
WorkWhile

Head of GTM Strategy – Operations

WorkWhile

Head of GTM Strategy and Ops at AI-native labor platform modernizing frontline economy. Responsible for revenue operations strategy and team leadership driving company growth.

Posted 6/19/2026full-timeSan Francisco • California • 🇺🇸 United StatesLeadWebsite

Tech Stack

Tools & technologies
SQL

About the role

Key responsibilities & impact
  • Drive strategy for projects such as capturing intent signals, outbound sequence best practices, deal conversion levers, pricing strategy and deal desk.
  • 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.
  • 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.
  • 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.
  • Steer projects with internal partners such as Marketplace Operations, Finance, Product and Customer Success to represent GTM’s priorities and needs.
  • 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.
  • 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.

Requirements

What you’ll need
  • 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

Comp & 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

ATS Keywords

✓ Tailor your resume
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
Salesforce administrationdata modelingSQLbusiness analyticspredictive modelingprompt-engineered toolsdashboard reportingdata pipelinespipeline architecturescommission structures
Soft Skills
leadershipcollaborationexecutive presencewritten communicationcoachingteam managementstrategic thinkingproblem-solvinghigh-velocity leadershiplow-ego leadership