AI Enablement Engineer - (Remote)

Posted 3 Hours Ago
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Hiring Remotely in Country States, Pájaros Barrio, Bayamón, PRI
In-Office or Remote
150K-200K Annually
Senior level
Edtech • HR Tech • Social Impact • Software • Generative AI
Mentor Collective is building the AI-Powered Mentorship Operating System—powered by people, guided by AI.
The Role
Own company-wide adoption of Claude and Cursor, build agentic workflows from Slack or Jira tasks through tested pull requests, and develop AI automation across engineering and business teams. Partner with product on rapid prototyping, establish security and human-review guardrails, train employees, manage pilots, and measure productivity gains. The role requires deep hands-on AI tooling expertise, strong software engineering experience, cross-functional communication, and a focus on safe adoption.
Summary Generated by Built In
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. 

Skills Required

  • Daily, hands-on use of Claude and Cursor, including agent modes, extensibility, and limitations
  • 7+ years of experience in software engineering, developer productivity, or technical enablement
  • Direct experience building or operating agentic workflows from Slack messages or Jira tickets through code changes and automated testing
  • Track record of building tools, scripts, or workflows that others adopted and relied on
  • Ability to work across deep technical projects and plain-language communication with nontechnical teammates
  • Strong judgment about automation opportunities and prioritization based on impact
  • Experience or clear interest in change management and driving adoption
  • Security- and privacy-conscious approach to AI workflows, data handling, review gates, and compliance
  • Excellent written communication skills for documentation, training materials, and technical explanations
  • Experience introducing a new tool or platform company-wide from pilot to standard practice
  • Familiarity with education technology, FERPA-related data handling, or institutional partners
  • Experience building internal AI agents, MCP servers, or custom Claude/Cursor integrations
  • Experience partnering with product or design on rapid prototyping and live coding for customer feedback

Mentor Collective Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Mentor Collective and has not been reviewed or approved by Mentor Collective.

  • Healthcare Strength Health coverage includes an employer‑covered medical plan option, dental and vision choices, and access to One Medical, Talkspace, and travel support for specialized reproductive and gender‑affirming care. These elements broaden access and reduce friction in everyday care.
  • Parental & Family Support Paid parental leave at full base pay is offered on a gender‑neutral basis, with adoption coverage and flexible return‑to‑work options. Fertility and family‑building support via a Kindbody partnership and childcare benefits further strengthen family assistance.
  • Leave & Time Off Breadth Time off includes flexible PTO with a recommended minimum, company holidays, and a company‑wide winter break. This structure sustains rest and recharge across the year.

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The Company
HQ: Boston, MA
45 Employees
Year Founded: 2015

What We Do

Mentor Collective is the premier Mentorship Operating System, enabling organizations to embed mentorship ecosystems into their institutions using their unique goals and data. Our proven approach supports learner and employee success, improves retention, and builds stronger talent pipelines, transforming the fragmented journey from education to meaningful employment. Backed by the most extensive dataset on mentorship outcomes and student and employee wellness, our platform strengthens authentic human connections at scale. We identify where relationships need support, then deliver data-informed interventions that grow robust social networks and measurable outcomes. With over a decade of results and over 500,000 mentorships across 200+ partnerships, we’ve driven significant gains in confidence, career clarity, and engagement. Our real-time insights help organizations act proactively, making mentorship a durable engine for belonging and opportunity. We aren’t just about matching people; we are about moving them forward. Together, we can build the pathways to success that every person deserves. Join us in this vital mission.

Why Work With Us

We’re a collective of bold thinkers and builders who lead with integrity, act with purpose, and embrace change as opportunity. Empowered by cutting-edge tools and grounded in shared values, we tackle tough challenges together — turning vision into impact and shaping what’s next.

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