Head of GTM Systems & Strategy at Roboflow (S20)
$200K - $255K
🖼️ Give your software the sense of sight.
New York, NY, US / San Francisco, CA, US / Remote (US)
Full-time
US citizen/visa only
6+ years
About Roboflow

We're on a mission to remove barriers that prevent developers from building their own computer vision applications. Roboflow streamlines the process of labeling, training, and deploying a computer vision model.

Why

Computer vision is going to transform every industry. We're already seeing this play out in fields like transportation (self driving cars), agriculture (drone spraying), and medicine (early stage cancer detection). But these superpowers shouldn't be locked up in the handful of giant technology companies that can afford to hire teams of machine learning PhDs.

What

Roboflow enables any developer to use computer vision without being a machine learning expert. Our product is the key missing infrastructure that allows developers turn raw images into a useful model -- replacing a sprawling list of one-off utils everyone previously had to reinvent and enabling our users to have working models in hours, not weeks.

For example, Sarah Hinkley from Barn Owl Drones uses vision to identify weeds from crops in drone images so her customers can use fewer herbicides and grow more. She's one of our over 1M+ users working on problems we couldn't even imagine when we got started!

Who

Roboflow is a venture-backed SaaS startup that empowers innovators all over the world to build, train, and deploy computer vision models. Roboflow believes that computer vision is a foundation technology that will transform nearly every industry. We currently have over 250,000 users, including half of the Fortune 100. Roboflow has enabled our customers to accelerate cancer research, conduct experiments in space, accelerate the world’s transition to green energy, and improve the retail experience (to name a few!) with world-altering technology. Investors like Y Combinator, Google Ventures, David Sack’s Craft Ventures, Lachy Groom, the founders of OpenAI (Sam Altman and Greg Brockman), and many others back Roboflow.

As with any rapidly scaling startup, we hope to build a team that is both versatile and adaptable. Each role has tremendous potential for growth. As such, we believe that coachability, enthusiasm, and an entrepreneurial mindset are more important than experience or qualifications.

Growth

Roboflow went from zero to over 20,000 users in 2020 (and now to over 1M+ in 2025) and our customers are requesting features and product enhancements faster than we can provide them.

We're starting to build out our engineering, marketing, and sales teams. As an integral part of our core team, all roles will inevitably involve wearing a lot of hats; we're specifically looking for people excited about learning new things and filling gaps where needed. And most importantly, we're looking for people who ship.

Learn more about us on our careers page (https://roboflow.com/careers).

About the role

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)

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

Key Responsibilities

  • Architect and Automate
    • Own 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 Loop
    • Codify GTM strategy (ICP refinement, packaging, pricing) and push it into systems and enablement assets.
  • Enablement and Process Excellence
    • Build modular playbooks and high-frequency team development content.
    • Implement and ship updates rapidly.
  • Analytics and Revenue Intelligence
    • Ship dashboards that reps use daily, leaders trust weekly, and the board loves quarterly.
  • Team Leadership
    • Recruit, coach, and retain a high-output team once baseline KPIs hit.
    • Foster a culture of experimentation, shipping fast, and craftsmanship.
  • Cross-Functional Glue
    • Partner 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 OTE
  • Senior level
  • 8+ years of experience in sales strategy and operations
  • Working out of our NYC hub 3+ days a week is highly preferred. The role is US-centric.
Technology

Our goal is to build the world's best computer vision infrastructure so our users don't have to. This means we handle a lot of challenging complexities like seamlessly ingesting dozens of data formats, processing millions of images per day, and deploying auto-scaling machine learning infrastructure that can handle our customers' most demanding training and deployment needs.

Our core app sits atop Firebase with assistance from auto-scaling groups of Docker containers (for jobs like archiving datasets and training models). We also heavily lean on serverless infrastructure so we can gracefully deal with bursty traffic involved in manipulating datasets that can range anywhere from one hundred to one million images.

We also maintain a library of Colab notebooks our customers can use to train common computer vision models, a directory of public datasets, and a web of format specifications. We see building and supporting mini-projects like these that are helpful to the community at large as part of our role in democratizing computer vision.

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