Revenue Operations Manager (Process)

Headway•New York, NY

About The Position

Headway's mission is to fix the mental healthcare system by building a new system everyone can access, starting by solving the biggest barrier to care: insurance. We've automated the administrative work like credentialing, claims, and payment reconciliation. Over 75,000 providers across all 50 states use our software, serving over 1 million patients. We are building the best tools for therapists to run their entire practice, reimagining the experience of finding a therapist, and investing in platform foundations to enable this at scale. We are a Series D company with over $325M in funding. The Rev Ops team at Headway powers our revenue engine by generating insights, building workflows, and running AI-native operations that drive our commercial teams to deliver provider and patient growth at scale. This role is focused on making our revenue motions deeply automated and continuously optimized by building and shipping AI-powered workflows, evaluating and deploying AI-native tools, and partnering across GTM and R&D teams to replace manual effort with intelligent systems that drive growth. Rev Ops at Headway is AI-first, with operators expected to use AI tools like Claude, Clay, Glean, and Attention to build, ship, and iterate workflows directly, staying involved through deployment and ongoing optimization. We are looking for individuals who already operate this way and see AI as their primary operational method.

Requirements

5-7 years of experience in Revenue Operations, Business Operations, Strategy, or similar roles within high-growth, operationally complex environments.
AI fluent: ability to build, ship, and iterate revenue workflows using AI tools, partnering with R&D where it makes sense.
Comfortable with prompt engineering, agentic workflows, and AI orchestration.
Understanding of APIs and how data moves between tools well enough to wire them together yourself.
Ability to pull and interrogate data independently (SQL fluency, or the ability to get there fast with AI).
Partner effectively with the Data team when needed.
Strong track record of leading large, cross-functional projects that involve engineering, systems, data, and process change.
Ability to build workflows based on shadowing reps.
Prioritize the highest-leverage problems, set clear measures of success, and improve continuously based on adoption and feedback.
Excellent communicator who can simplify complexity, create alignment, and move teams toward action.
Thrive in ambiguity, take ownership, and are energized by building and scaling new capabilities.

Nice To Haves

Comfortable in Python for cases where no-code solutions are insufficient.

Responsibilities

Build, ship, and iterate AI-powered workflows that take real work off reps' plates, using prompt engineering, agentic workflows, and orchestration to cut manual effort and surface faster, more reliable insights, partnering with R&D to productize what works.
Own and evolve core revenue workflows across the provider GTM teams, making rep motions scalable and AI first as Headway scales.
Lead major Rev Ops initiatives end to end, from problem definition and data analysis through implementation and rollout, including evaluating and deploying AI-native tools like Attention, Clay, Glean, and Claude.
Design from the front line by shadowing reps, then partner cross-functionally for business and frontline rep priorities.
Lead with data, using quantitative analysis to evaluate process performance, surface bottlenecks, set clear measures of success, and recommend ROI-driven improvements you can defend to senior stakeholders.