AI-Native GTM & Business Operations Lead (backed by Y Combinator, $5M+ ARR, $20M+ raised)

🧠 About Legion Health At Legion Health, we believe everyone deserves fast, affordable, and world-class health care, and we’re developing the AI infrastructure to deliver it ourselves at world scale. Legion is building autonomous medical care (the AI doctor), starting with psychiatry. Our AI-native care-delivery platform currently automates 95% of the administrative work required for us to deliver direct patient care. We also recently became the first company ever to receive regulatory authorization to let AI prescribe psychiatric medications, allowing us to not only collapse health care’s admin costs but also its clinical labor costs— shifting this industry’s economics from humans to tokens. Our technical moat is hard to copy—we combine rich data, production AI, doctors in the loop , and end-to-end care operations to deliver measurably better care to a clinically complex patient population. This has helped us produce 25K+ total visits in just 2 years , all while holding ops costs flat and achieving industry-leading patient NPS and retention. While the last generation of healthcare startups made the existing system incrementally more efficient, Legion is rebuilding full-stack care delivery from first principles. Our vision? A 10X better patient experience that’s higher quality, less expensive, and more scalable than ever before. And a 10X better clinician experience that frees our providers to focus on what matters most: caring for patients. Legion Health is backed by Y Combinator , leading venture capital firms, and founders from Function Health, Modern Health, Everly Health, Trusted Health, Clipboard Health, PatientPing, Sesame Care, Faire, EasyPost, and fuboTV. Join us as we build the future of health care: faster, higher-quality, and more affordable, powered by doctors and AI working together. 📍 Role Logistics Job Type: Full-Time Role Type: AI-Native Associate / GTM / Executive Operations / Business Operations / Special Projects Ideal Experience Level: 1-5 years Location: In-person in San Francisco US Visa Sponsorship: Yes 🚀 The Opportunity Legion is hiring an AI-Native GTM & Business Operations Lead : an unusually sharp early-career technical operator who will work directly with leadership to solve high-leverage problems across growth, revenue, finance, hiring, culture, legal, investor work, operations, and internal AI systems. This is not an executive assistant role. It is not a traditional business operations role. And it is not a junior Chief of Staff role with a better title. It is a new kind of role for the AI-native era: a technical, high-agency generalist embedded with senior leaders to make the company dramatically faster. You will sit close to leadership, see the company’s most important problems early, and be expected to build solutions fast. One day you might prototype an internal AI tool that saves the operations team 30 hours per week. The next day you might analyze patient reactivation, build a GTM model, improve a hiring process, automate investor reporting, draft a strategy memo, or create a workflow that helps a non-technical team specify exactly what they need before engineering gets involved. The center of gravity is GTM and company leverage. You should constantly be asking: where are we losing patients, revenue, speed, quality, or focus, and what can I build, automate, analyze, or fix this week to move the company forward? The best candidates are likely 0-3 years out of school , with a computer science, engineering, data science, operations research, financial engineering, applied math, statistics, economics, or similarly rigorous background. You may have early experience in consulting, banking, finance, startups, product, data, or engineering. What matters most is raw intelligence, speed, taste, grit, communication, AI fluency, and demonstrated ability to make things. This is a career-accelerating role for someone who wants unusual exposure very early. You will be in the room for meaningful company decisions, work directly with senior leaders, get tough deadlines, and learn by doing real work that matters. ✅ Responsibilities and Deliverables Work directly with founders and leadership on high-priority projects across GTM, growth, revenue, business operations, regulatory, finance, hiring, culture, legal, investor relations, product, and internal systems. Drive go-to-market and revenue projects across new patient acquisition, conversion, retention, reactivation, referrals, lifecycle, pricing, patient experience, and funnel optimization. Build AI-native tools, workflows, dashboards, scripts, agents, prototypes, and automations that help teams operate faster and better. Rapidly prototype solutions for non-technical teams so they can clarify what they want before full engineering resources are used. Identify bottlenecks across the company, diagnose root causes, and build fast solutions: models, dashboards, workflows, memos, trackers, experiments, or internal products. Use AI coding and building tools like Codex, Claude Code, Cursor, Replit, v0, Lovable, ChatGPT, Claude, Perplexity, APIs, scripts, and no-code tools to move faster than a normal early-career operator. Build internal systems for leadership: synthetic advisory boards, investor update workflows, meeting-prep agents, board-material review systems, recruiting trackers, finance dashboards, GTM dashboards, and executive decision-support tools. Support strategic finance work: revenue models, CAC/payback analysis, hiring plans, budget scenarios, growth forecasts, investor updates, board materials, and operating reviews. Help build Legion’s talent machine: sourcing systems, role scorecards, interview loops, candidate evaluation processes, onboarding systems, culture rituals, and performance operating rhythms. Partner with growth, product, data, clinical operations, and leadership to analyze the patient journey: intake, booking, first visit, follow-up, renewals, retention, churn, and reactivation. Support legal, compliance, regulatory and finance workflows with maturity and attention to detail, especially around healthcare, HIPAA, contracts, vendors, employment, patient communication, and AI sandboxes. Write crisp memos, project plans, launch docs, investor materials, candidate materials, process docs, and internal updates that create clarity quickly. 🏆 You’ll Be Successful If You… Become one of the people leadership trusts with ambiguous, high-priority problems. Consistently turn vague problems into shipped work: models, tools, workflows, experiments, docs, dashboards, or decisions. Help Legion grow revenue by improving acquisition, conversion, retention, reactivation, referrals, lifecycle, pricing, or patient experience. Build AI-native systems that actually get adopted by the team and save meaningful time or improve quality. Prototype solutions fast enough that projects do not sit in a six-month backlog. Help non-technical teams become much better at specifying what they need from product and engineering. Make senior leaders meaningfully more effective by turning ideas into working systems. Make the company faster without making it sloppy. Raise the bar for how everyone at Legion uses AI tools. Bring order to chaos without creating bureaucracy. Combine extremely high IQ with extremely high EQ: sharp thinking, low ego, clear writing, good taste, and strong emotional read of people and situations. 🧰 Ideal Background and Skills 0-3 years of experience in a high-performance environment such as consulting, investment banking, private equity, strategic finance, startup operations, product, data, engineering, or a similarly intense setting. Strong preference for a technical or quantitative degree: computer science, engineering, data science, operations research, financial engineering, applied math, statistics, economics, or similar. Demonstrated competency in making things and automating things. You have built projects, scripts, tools, automations, prototypes, dashboards, agents, websites, apps, analyses, or workflows that actually worked. Deep AI-native working style. You do not just “use ChatGPT.” You use AI tools to build, analyze, automate, prototype, research, write, debug, synthesize, and move faster every day. Ability to build lightweight tools or prototypes using some mix of Python, JavaScript, SQL, spreadsheets, APIs, no-code tools, AI coding tools, product prototyping tools, and data platforms. Strong analytical horsepower. You can build a model, interrogate assumptions, analyze a funnel, understand unit economics, and explain what matters. Strong GTM instincts. You care about patient growth, revenue, conversion, retention, activation, reactivation, CAC, payback, funnel dropoff, and the practical mechanics of moving numbers. Excellent written communication. You can write a memo, investor update, recruiting note, project spec, growth analysis, operating plan, or executive summary that is crisp and useful. Strong people judgment. You can work with founders, operators, clinicians, engineers, lawyers, candidates, investors, and vendors without losing context or trust. Comfort with sensitive information. You can handle patient, company, legal, financial, recruiting, investor, and operational information with maturity and discretion. High agency and low need for structure. You do not wait for someone to define the perfect project. You find leverage and go create it. High-conviction interest in Legion. This role is intense, ambiguous, and close to leadership. It is best for someone who genuinely wants to be here and sees this as a chance to put their career on a much faster track. 🚫 This Role Is Not For You If… You want a narrow lane with a fixed job description. You prefer advising over doing. You cannot figure what to do to move the needle and operate without much direction. You are not deeply curious about AI tools. You need engineers or analysts to answer every first-pass technical or data question. You are uncomfortable with growth, revenue, or commercial pressure. You optimize for looking strategic instead of creating measurable leverage. You want prestige without intensity. You do not want to work closely with leadership in a high-speed environment. You are not excited to work in person, close to the team, with real urgency. 💰 Compensation & Benefits Salary: $110,000 – $190,000 Early-Stage Equity: Competitive Health Insurance: Medical, dental, and vision benefits Additional Perks: In-person retreats, meal stipends, AI tooling budget, learning stipend, home office support Time Off: Flexible, unlimited vacation policy Work Hours: Flexible, with responsiveness around high-priority company moments Work Setup: In-person in San Francisco, 5 days/week strongly preferred Impact: Work directly on the highest-leverage problems at a company trying to change health care forever. Autonomy and Learning: Operate across growth, finance, hiring, AI systems, investors, legal, product, culture, and operations. Growth Opportunities: This role can grow into larger roles across GTM, business operations, product operations, strategy, or company-building. 📝 How to Apply and Hiring Process Apply here: https://jobs.ashbyhq.com/legionhealth/839f7461-1956-47b9-81a9-a86db8a5509c/application Overview of our hiring process: Estimated time-to-hire: 2 weeks Start date: ASAP Hiring manager: Yash Patel, CEO 🤝 Equal Employment Opportunity Legion Health is proud to be an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all employees, contractors, and applicants without regard to race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, genetic information, or any other protected characteristic under applicable law. We encourage applicants from all backgrounds to apply.