AI Operations Lead

Rain•New York, NY

3d•Hybrid

About The Position

We're looking for a hands-on AI Operations Lead to help us move faster and smarter as we scale. This person will serve as the connective tissue between our business challenges and the technology solutions that solve them — identifying operational bottlenecks, prioritizing ruthlessly, and building automations, AI agents, and workflows that eliminate manual work and increase leverage across the company. Reporting to the Head of Business Operations, you'll work cross-functionally with every part of the organization (GTM/CX/Product/etc.). You'll go deep into our business, map inefficiencies, build working solutions, and drive adoption across teams. Equally important, you'll develop the documentation, processes, and core primitives that form Rain's internal AI foundation. You won’t just be helping accelerate the team today; you'll be creating the infrastructure and institutional knowledge that compounds over time.

Requirements

CS background or strong technical fluency. You don't need to be a full-time software engineer, but you should be comfortable with code, APIs, data structures, SQL, and scripting. You can read, write, and test code to get things done (alongside LLMs, of course).
AI Native. You already use AI tools extensively in your daily work — Claude Code, ChatGPT, Cursor, or similar. You have hands-on experience building with LLM APIs, prompt engineering, and agentic workflows.
Hands-on builder. You can take an ambiguous problem, scope it, and ship a working solution without waiting for an engineering team. You're comfortable with no-code platforms and writing custom code when needed.
Analytical problem-solver. You use data to identify patterns, prioritize opportunities, and measure results.
Excellent communicator. You can translate technical concepts for non-technical stakeholders and translate business requirements into technical specs. You write crisp docs and run effective meetings.
Systems builder. You naturally create clarity out of chaos — writing SOPs, building templates, defining standards, and structuring knowledge so that humans and agents can build on your work. You understand that good documentation is infrastructure, not overhead.
Comfortable with ambiguity and speed. You thrive in fast-paced startup environments where priorities shift and you need to figure things out on the fly. You have high agency and don't wait to be told what to do.
3–6 years of experience in some combination of: product management, business operations, technical program management, forward deployed/solutions engineering, consulting, or a similar role where you both identified problems and built technical solutions.

Nice To Haves

Experience at a Series A–C startup or high-growth startup company (or former founder)
Familiarity with compliance, finance, or payments workflows
Experience with workflow orchestration and integration architecture (webhooks, auth flows, data pipelines)
Background in change management or internal enablement programs
Experience with data platforms (Google Cloud, DBT) or data modeling
Track record of driving measurable adoption of internal tools or processes
Experience building internal knowledge bases, technical SOPs, or developer-facing documentation

Responsibilities

Diagnose & Prioritize: Proactively audit workflows across teams to identify the highest-impact automation and AI opportunities. Translate business pain points into a prioritized roadmap with clear ROI.
Build & Ship: Design and deploy AI-powered automations, agents, and workflows using a mix of code and no-code/low-code tools. Own solutions end-to-end from prototype to production.
Drive Adoption: Partner with internal stakeholders to ensure solutions are actually used. Run enablement sessions, create documentation, and build internal champions who sustain long-term impact.
Manage Stakeholders: Communicate progress, tradeoffs, and results clearly to the team and to our leadership. Manage expectations, surface risks early, and maintain alignment across competing priorities.
Establish Operational Rigor: Define success metrics for every initiative. Build dashboards to track performance, measure adoption, and demonstrate business impact. Iterate based on data and feedback.
Build Internal AI Foundations: Develop the core primitives — documentation, prompt libraries, standard operating procedures, integration patterns, and governance frameworks — that enable Rain to build and deploy AI agents and tools reliably and consistently.

Benefits

Unlimited time off 🌴Unlimited vacation can be daunting, so we require Rainmakers to take 10 days minimum for themselves.
Flexible working ☕ We support a flexible workplace, if you feel comfortable at home please work from home. If you’d like to work with others in an office feel free to come in. We want everyone to be able to work in the environment in which they are their most confident and productive selves. New Rainmakers will have a stipend to create a comfortable atmosphere at home.
Easy to access benefits 🧠For US Rainmakers, we offer comprehensive health, dental and vision plans for you and your dependents, as well as a 100% company subsidized life insurance plan.
Retirement goals💡Plan for the future with confidence. We offer a 401(k) with a 4% company match.
Equity plan 📦 We offer every Rainmakers an equity option plan so we can all can benefit from our success.
Rain Cards 🌧️ We want Rainmakers to be knowledgeable about our core products and services. To support this mission, we issue a card for our team to utilize the card for testing.
Health and Wellness 📚 High performance begins from within. Rainmakers are welcome to use their card for eligible health and wellness spending like gym memberships/fitness classes, massages, acupuncture - whatever recharges you!
Team summits ✨ Summits play an important role at Rain! Time spent together helps us get to know each other, strengthen our relationships, and build a common destiny. Expect team and company offsites both domestically and internationally.

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