WorkWhilejobs
Head of GTM Strategy and Ops
3w ago
USAHeadRemoteforecastingpricing strategydeal deskdata analysis
Lead and optimize the Go-To-Market strategy and revenue operations to drive predictable, data-driven company growth.
Responsibilities
- 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.
- 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.
Requirements
- 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.
Conditions
- 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!
- WorkWhile is an Equal Opportunity Employer. Women, minorities, individuals with disabilities and protected veterans are encouraged to apply.
Other
- WorkWhile is the AI-native labor platform modernizing the frontline economy. Our digital marketplace connects vetted, reliable hourly workers with on-demand shifts across major verticals like logistics, light industrial, warehousing, hospitality, and retail. Businesses get access to a quality workforce, while workers get stable income and unmatched benefits, including next day pay, free telehealth services, and financial services.
- We have the audacious goal to align incentives and solve inefficiencies in the labor market, disrupting the $650 billion staffing and recruiting market. Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, WorkWhile is reshaping the future of work.