Senior Lead, AI Automation

About the Team:

Commercial Strategy & Operations ("CSO") - Lantern's Revenue Operations team - supports the President and the broader go-to-market function, including Employer Sales, Employer Client Success, Marketing, Clinical, and Partnerships. CSO owns Commercial strategy, planning, insights, process, tools, and data across the organization.

This role sits within CSO and serves all of Commercial at a pivotal moment: AI is transforming how work gets done, and you'll be at the center of that shift for a fast-growing, ambitious organization where every team is eager for someone with your skill set to change how they work.

Senior Lead, AI Automation:

Reporting to the VP of Commercial Strategy & Operations, the GTM AI Automation Lead makes Commercial measurably more efficient by embedding within teams, identifying the highest-friction manual work, and building AI solutions (Claude, Claude Code, n8n, Power Automate, etc.) that fix the root cause - not just the symptom. You'll own each solution end to end: discovery, design, build, rollout, training, and adoption.

You'll work across all of Commercial, partnering with the Commercial Leadership Team to prioritize the highest-leverage opportunities, and serve as Lantern's AI thought leader for Commercial - driving org-wide AI fluency through hands-on enablement.

Ultimately, this role directly impacts Lantern's ability to deliver care to members, win blue-chip employer clients, and scale a world-class Commercial function.

Responsibilities:

Embed within Commercial teams to run deep discovery and root-cause analysis - mapping how work actually gets done, asking probing questions, and identifying the highest-leverage friction worth solving

• Design and build AI solutions that resolve the root cause, rather than bolting automation onto a broken process

• Own solutions end to end: build, deploy into hosted environments, roll out, train users, and drive adoption until teams are measurably working better

• Lift Commercial-wide AI confidence and fluency through horizontal enablement - prompt engineering best practices, Cowork setup, and capturing reusable best practices into Lantern's enterprise-wide AI Hub

• Facilitate hackathons that bring full teams together to generate ideas, experiment, and build working prototypes

• Build a durable working relationship with Engineering, primarily the GTM Systems team, with an agreed way of collaborating - intake, hand-off, and build ownership - that holds across projects

• Build and maintain a prioritized roadmap that sequences work effectively, delivers on commitments, and is communicated regularly to all impacted Commercial teams

What You Will Bring:

• 6-12+ years of experience in Revenue Operations, Solutions Engineering, Software Engineering, or Product Management, with a track record of teaching yourself AI and applying it at a high-growth company
• Expert with Claude Code, with hands-on experience using AI tools to build, prototype, and deploy real, shipped solutions into hosted environments - with demonstrated adoption and satisfaction from real users, not side projects
• Tool fluency across the AI and automation stack: 1-3 years of experience with Clay, Microsoft Copilot, n8n or Microsoft Power Automate, Databricks or similar, Salesforce, and Excel/Sheets
• Strong discovery and root-cause skills - deeply curious and structured in understanding current state and identifying problem areas ripe for countermeasures
• Process design instinct: redesigns the workflow so the tool fits how teams actually work, designing the tool and process together rather than bolting one onto the other
• Thrives in a high-growth, chaotic environment - tough, gritty, and able to get things done under intensity and competing priorities

Bonus if you have:

• Training, enablement, and change management experience, with a personal drive to own adoption rather than hand it off - selling the solution in, documentation, office hours, re-training, and the change management around it
• An experimentation and rapid-iteration mindset: tinkers with new tools, picks things up quickly, fails ft, learns, and iterates
• Previous experience in digital health point solutions or the broader healthcare industry

Benefits:

• Medical Insurance
• Dental Insurance
• Vision Insurance
• Short & Long Term Disability
• Life Insurance
• 401k with company match
• Paid Time Off
• Paid Parental Leave

Compensation: $150,000 - $190,000 base pay + annual bonus (depends on location/level/relevant experience)