Note: The job is a remote job and is open to candidates in USA. Mentor Collective builds mentoring technology for higher education to support connection, retention, and student outcomes. The AI Enablement Engineer will lead company-wide adoption of Claude and Cursor, build agentic engineering workflows and automation, and identify AI-enabled productivity improvements across product, marketing, sales, customer support, and operations. The role also includes training teams, establishing security and review guardrails, and measuring the impact of AI enablement initiatives.
Responsibilities
- 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
Skills
- 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 non-technical 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
- 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
Benefits
- Real executive sponsorship
- A company small enough that your changes are felt immediately
- A mission focused on helping students find belonging and stay in school through mentoring
Company Overview