AI Enablement Engineer - (Remote)

About Mentor Collective: At Mentor Collective , we believe human connection is the key to student success. We partner with higher education institutions to deliver transformative mentoring experiences. We are entering an exceptionally exciting phase of growth: launching a brand-new product, refreshing our visual brand, and actively integrating AI and agentic workflows into how we build and deliver software. We operate as a nimble, highly collaborative team with a supportive engineering culture, an ambitious product vision, and a genuinely rewarding market to serve. About the role: We're consolidating our engineering and company-wide tooling around Claude and Cursor, and we're looking for the person who turns that consolidation into a real capability advantage. This is not a role focused on shipping one integration and moving on. It's a mandate to become the internal expert on applied AI at Mentor Collective, and to spend that expertise everywhere it can create leverage: engineering, product, marketing, sales, customer support, and operations. You'll spend part of your time deep in our codebase, building the workflows, agents, and tooling that make engineers faster with Claude and Cursor, including agent pipelines that take a task from a Slack message or Jira ticket all the way to a tested pull request. You'll spend the rest of your time outside engineering, sitting with other teams, understanding how they work today, and finding the automation and velocity gains hiding in their day-to-day. You're comfortable being the person who has to explain a new workflow to a non-technical teammate as clearly as you'd explain an architecture decision to an engineer. This role reports to the CTO and works cross-functionally with every team lead in the company. What you'll do: Own the rollout and continued adoption of Claude and Cursor as our standard AI tooling, including workflows, prompt and skill libraries, and internal documentation that make them easy for anyone to pick up. Design and build end-to-end agentic workstreams: a task is assigned from Slack or Jira, a Cursor agent plans the approach, writes the code, runs tests, and opens a pull request, with clear checkpoints for human review before anything merges. Partner with engineering to build agentic workflows, custom tooling, and automation that measurably speed up how the team ships software. Partner with product on rapid, in-session prototyping: use Claude and Claude Code to stand up and iterate on features live, so the team can get direct customer feedback on working software instead of static mockups. Go org by org (product, marketing, sales, customer support, operations) to identify manual, repetitive, or slow processes, and build or configure AI-driven solutions that remove the friction. Act as the internal trailblazer: run pilots, gather feedback, kill what doesn't work, and scale what does. Train and support non-engineering teams so they can use AI tools confidently and safely, without needing an engineer in the loop for everyday tasks. Establish guardrails for autonomous and semi-autonomous agent work, including required human review, testing, and CI gates before agent-generated code reaches production, in partnership with engineering and security leadership on anything that touches student, mentor, or partner data. Track and report on the impact of AI enablement work, tying it back to concrete velocity, quality, or capacity gains. Stay current on the Claude and Cursor product roadmaps and the broader AI tooling landscape and bring back what's relevant to Mentor Collective before we're asked for it. What you'll bring: You use Claude and Cursor every day, right now. Deep, current, hands-on knowledge of both tools, not conceptual familiarity, including their agent modes, extensibility, and rough edges. 7+ years in a software engineering, developer productivity, or technical enablement role. Direct experience building or operating agentic workflows that take work from a lightweight trigger, such as a Slack message or Jira ticket, through planning, code changes, and automated testing with minimal handholding. A track record of building tools, scripts, or workflows that other people adopted and relied on, not just proofs of concept. Comfort moving between deep technical work and plain-language conversations with nontechnical teammates. You can hold both in the same day. Strong instincts for what's worth automating versus what isn't, and the judgment to prioritize impact over novelty. Experience or clear interest in change management: you know that a great workflow no one adopts isn't a win, and you know how to get adoption. A security- and privacy-conscious mindset. You default to asking “should this AI workflow touch this data” before “can it,” you build in review gates for anything an agent pushes toward production, and you're comfortable looping in security and compliance on anything involving student, mentor, or institutional data. Excellent written communication. A lot of this role is documentation, training material, and clear explanations of new ways of working. Nice to have: Experience introducing a new tool or platform company-wide, from pilot to standard practice. Familiarity with education technology, FERPA-related data handling, or working with institutional partners. Experience building internal AI agents, MCP servers, or custom Claude/Cursor integrations. Experience partnering directly with product or design on rapid prototyping and live, in-session coding for customer feedback. What success looks like: Within the first two quarters, engineering has adopted Claude and Cursor as its default tools with workflows that noticeably speed up delivery, at least one end-to-end agentic workstream is live and trusted (task in, reviewed pull request out), and at least two non-engineering teams have working AI-assisted processes that they run themselves, day to day, without needing you in the room. Why Mentor Collective: You'll have a mandate few AI enablement roles get: real executive sponsorship, a company small enough that your changes are felt immediately, and a mission — helping students find belonging and stay in school through mentoring — that gives the efficiency you create somewhere meaningful to go. Benefits & Perks: 100% remote company 5 Medical plans - all PPO plans 1 Medical plan option is 100% employer-covered (employee-only tier) 5 Dental/Vision plans HSA, FSA, Dependent FSA options Talkspace mental health therapy covered at no cost to the employee Annual travel benefits to seek out-of-state care from specialists for reproductive and gender-affirming care One Medical membership covered at no cost to the employee Flexible PTO with a minimum requirement for employees 401k benefits + Company Match Stipend for WFH office setup Opportunities for professional development & career advancement Compensation: $150,000-200,000 per year (total compensation inclusive of base salary & variable) based on experience. This is a Full-Time, Exempt position. You are welcome at Mentor Collective Mentor Collective welcomes any and all people, embracing their age, race, gender identity, sexual orientation and expression, physical or mental ability, ethnicity, nationality, culture, religion, and perspective. We want to create an inclusive and equitable work environment that reflects the very students and universities we serve. We are an equal-opportunity employer and value diversity at our company. We do not discriminate based on age, race, color, ancestry, national origin, gender, caregiver status, gender identity or expression, religion, physical or mental disability, medical condition, legally protected genetic information, marital status, veteran status, military status, housing status, sexual orientation, or any other factor determined to be an unlawful basis for such decisions by federal, state, or local statutes.