Revenue Operations Manager - AI Workflows
Overview
You will own the Rev Ops engine at Headway, a Series D company with $325M+ in funding, where 75,000+ providers and 1M+ patients rely on our platform. You'll build AI-powered workflows using Claude, Clay, Glean, and Attention to automate revenue operations and drive provider growth. Working with the GTM and R&D teams, you'll replace manual effort with intelligent systems, scaling our revenue motions from day one. This role is AI-first: you'll operate as an AI-native builder, shipping workflows and iterating based on real-time adoption.
What You'll Do7
- 1Build, ship, and iterate AI-powered workflows using prompt engineering and agentic workflows, reducing manual effort for reps by automating key tasks.
- 2Design and deploy AI-native tools like Attention and Clay to orchestrate revenue processes, partnering with R&D to productize successful prototypes.
- 3Lead major Rev Ops initiatives end to end, from data analysis and problem definition to implementation and rollout, ensuring measurable ROI.
- 4Shadow revenue reps to identify friction points, then design workflows that eliminate bottlenecks and boost efficiency.
- 5Drive data-informed decisions: query SQL databases, analyze quantitative performance metrics, and present defensible recommendations to senior stakeholders.
- 6Continuously monitor and optimize deployed workflows based on adoption feedback and performance data, making iterative improvements.
- 7Collaborate cross-functionally with GTM and Data teams to align on priorities and ensure seamless integration of AI systems.
Requirements7
- 15-7 years in Revenue Operations, Business Operations, or Strategy within high-growth, complex environments.
- 2AI fluency: hands-on experience building and deploying AI workflows with tools like Claude, Clay, Glean, or Attention.
- 3Proficiency in prompt engineering and agentic workflows, plus working knowledge of APIs and data integration between tools.
- 4SQL fluency or ability to achieve it quickly with AI assistance, enabling independent data analysis.
- 5Strong track record of leading cross-functional projects involving engineering, systems, data, and process change.
- 6Excellent communication skills, simplifying complexity and driving cross-team alignment.
- 7Comfort with ambiguity and a bias for action, thriving in a fast-scaling startup environment.
Salary Insight
$6 - $190k per year
Location
Required Skills
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