Head of GTM Strategy and Ops

The role

You will build and lead the revenue operating system to drive predictable growth. You will manage GTM strategy, planning, performance, and the GTM tech stack while leading a team across three functions.

What you will do

• Own the end-to-end GTM cadence including weekly forecasts and business reviews.
• Drive GTM strategy including segmentation, pricing, packaging, and deal desk.
• Partner with Finance on incentive structures, territory design, and quota-setting.
• Own the GTM tech stack including Salesforce, Nooks, Gong, Hightouch, Clay, and BI layer.
• Embed AI across the funnel for account scoring, enrichment, and routing.
• Act as connective tissue across Sales, Account Management, Marketing, Finance, Product, and Marketplace Operations.
• Recruit, coach, and scale a high-performing team across three RevOps functions.

Required qualifications

• 7+ years in Revenue, Sales, or Business Operations or GTM Strategy.
• 3+ years managing teams.
• Experience scaling a high-growth business from $20M to $100M+ in revenue in a marketplace, workforce, or B2B SaaS environment.
• Strong, hands-on analytical ability using SQL and BI/dashboards.
• Deep fluency with the modern GTM stack and systems-architecture judgment.
• AI-native operator experienced with predictive/AI and prompt-engineered tools.
• Collaborative, high-velocity, low-ego style.
• Executive presence and crisp written communication.

Nice to have

• Two-sided marketplace or workforce-platform experience
• Prior quota-carrying or customer-facing experience
• Experience standing up RevOps or forecasting in a business moving from ad hoc to systematized
• Exposure to capital-linked unit economics (receivables, margin) or regulated/frontline labor

Benefits

• 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)
• WFH stipend

About the company

WorkWhile is an AI-native labor platform connecting vetted, reliable hourly workers with on-demand shifts. The company aims to solve inefficiencies in the labor market by disrupting the staffing and recruiting market.