Head of GTM Systems & Strategy

About Roboflow

Roboflow is the end-to-end computer-vision platform trusted by 1M+ developers. We’re tripling ARR each year on our way from eight to nine figures and need an operator-builder who can weaponise data, automation, and enablement so the revenue engine scales as fast as the tech.

Why This Role Exists

You’ll start as a hands-on force-multiplier for Sales, Solutions, and CS- fixing what’s brittle, wiring what’s missing, wiring the tech, and proving impact fast. As the foundations harden, you’ll hire and lead a lean RevOps and Enablement team so you can scale yourself and the function. The ultimate goal is making the revenue team measurably more productive, predictable, and faster tomorrow-not next quarter.

Core Outcomes (first 6 months)

Pipeline Generation- 2× increase in ‘qualified pipeline’ per AE without CAC blow-up. Cycle Compression- 25% reduction in median days-to-close through smarter routing and qualification/MEDDPICC rigor. Data & Automation- 80% of repetitive IC tasks automated; <2% data hygiene error rate. Enablement Velocity- New-hire ramp to productivity in ≤ 90 days; content library mapped to each sales stage for major selling motions/engagement models. Forecast Accuracy- Weekly forecast ±5% variance using live signals and scoring. Team Evolution- Draft hiring plan and success profiles for the next 1-2 RevOps/Enablement hires.

Key ResponsibilitiesArchitect and AutomateOwn the revenue tech stack end-to-end (Salesforce, Clay, custom work, etc.). Design workflows that turn data signals into “next best actions”. Strategy to Execution LoopCodify GTM strategy (ICP refinement, packaging, pricing) and push it into systems and enablement assets. Enablement and Process ExcellenceBuild modular playbooks and high-frequency team development content. Implement and ship updates rapidly. Analytics and Revenue IntelligenceShip dashboards that reps use daily, leaders trust weekly, and the board loves quarterly. Team LeadershipRecruit, coach, and retain a high-output team once baseline KPIs hit. Foster a culture of experimentation, shipping fast, and craftsmanship. Cross-Functional GluePartner with Product for usage-to-expansion loops and with Marketing for demand DNA tagging. You’ll Thrive Here If

Hybrid profile: 7–10 yrs scaling large B2B SaaS from <$20M to $100M+ with proven RevOps + systems chops (SQL or Python scriptable). Builder’s mentality: You prototype in Zapier on in-flight Wi-Fi and roll it company-wide the next day. Opinionated: Bring frameworks and kill sacred cows when data says so. Storyteller: Can explain a revenue architecture to the board in three slides or to an SDR in 30 seconds. People leader: have hired and developed small but mighty ops and/or enablement teams. Intangibles: Default-to-action, radical candour, craftsmanship, joy in the craft.

Nice-to-Haves

Certified in Command of the Message and Command of the Sale. Implemented MEDDPICC and forecasting across multiple regions. Implemented AI-driven lead scoring or autonomous SDR playbooks. Exposure to computer-vision, edge AI, or manufacturing/logistics go-to-market.

Compensation & Expectations

Pay range: $225k-$255k OTESenior level8+ years of experience in sales strategy and operationsWorking out of our NYC hub 3+ days a week is highly preferred. The role is US-centric.