# Applied AI Lead, Rev Ops

**Company:** [Headway](https://hotfix.jobs/companies/headway)
**Location:** Remote
**Role:** Revenue Operations
**Salary:** $121k – $190k/yr
**Experience:** 5+ years
**Skills:** Python, SQL, Prompt Engineering, Agentic Workflows, Ai Orchestration, APIs, Data Analysis, Revenue Operations, Cross-Functional Leadership, Quantitative Analysis
**Posted:** 2026-06-18

> Lead AI-native revenue operations by building and shipping AI-powered workflows that automate GTM motions and drive scalable growth. Requires 5+ years in RevOps/Strategy and strong fluency with AI tools, SQL, and cross-functional project leadership.

## Job Description

## 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
- Partner with R&D to productize what works
- Own and evolve core revenue workflows across the provider and health systems GTM teams, making rep motions scalable and AI-first
- 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

## Requirements
- 5+ years of experience in Revenue Operations, Business Operations, Strategy, or similar roles within high-growth, operationally complex environments
- AI fluent: build, ship, and iterate revenue workflows using AI tools; comfortable with prompt engineering, agentic workflows, and AI orchestration; understand APIs and how data moves between tools
- Bonus: comfortable in Python for cases no-code can't handle
- Pull and interrogate data independently (SQL fluency, or the ability to get there fast with AI)
- Strong track record of leading large, cross-functional projects that involve engineering, systems, data, and process change
- Build workflows based on shadowing reps; prioritize 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
- Python proficiency for advanced workflow automation

## Similar roles

- [Senior Associate, Commercial Operations & Strategy](https://hotfix.jobs/jobs/86e23004-e852-415c-8634-fc601dc72bb2) - Zocdoc - New York, NY - $120k – $160k/yr
- [Business Systems Lead](https://hotfix.jobs/jobs/d20fddb1-bc8d-4fc2-a831-d85e129f083c) - Tennr - New York, NY - $120k – $140k/yr
- [Senior Sales Strategy & Operations Associate](https://hotfix.jobs/jobs/91c1e3fc-f3af-4a72-abb0-52c6a22589f9) - GlossGenius - New York, NY - $120k – $150k/yr
- [GTM Strategy & Operations Lead](https://hotfix.jobs/jobs/1b768d88-e93a-4f58-9dfc-025eb553a809) - Propel - Remote - $120k – $160k/yr
- [Senior Associate, Strategic Finance](https://hotfix.jobs/jobs/bd45f851-570d-456a-a228-abebfa562e78) - Chime - San Francisco, CA - $119k – $165k/yr

**Apply:** https://hotfix.jobs/jobs/bb558d15-0f80-4f15-afc1-5dbfdff23d01
**Canonical:** https://hotfix.jobs/jobs/bb558d15-0f80-4f15-afc1-5dbfdff23d01