Progressive Leasing

AI Platform Enablement Lead – Engineering & Adoption

Progressive Leasing

full-time

Posted on:

Location Type: Remote

Location: OhioUnited States

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About the role

  • Spend the majority of your time embedded with engineering teams — working alongside developers to stand up AI coding tools, establish platform standards, and introduce agentic workflows into their daily delivery process
  • Run hands-on enablement programs including workshops, lunch-and-learns, one-on-one coaching sessions, and team-level onboarding for AI development tools like Claude Code and GitHub Copilot
  • Assess team-level AI readiness across the 350+ person technology organization — identifying gaps in documentation, coding standards, context files, and workflow design that limit AI effectiveness
  • Prescribe and deliver targeted interventions that help teams get more value from the agentic platform — from CLAUDE.md setup and prompt engineering to agentic workflow configuration and best practice adoption
  • Collect structured feedback from every team you serve and translate it into actionable requirements and adoption signal for the platform team’s backlog
  • Produce playbooks, best practice guides, and enablement materials that help engineering teams integrate AI tools into their existing Git, Jira, Confluence, and GitHub Actions workflows without disrupting delivery
  • Define and track adoption indicators across teams — measuring what’s working, what’s stuck, and what needs adjustment — and present clear signal to platform leadership on enablement progress
  • Serve as the connective tissue between the platform team’s capabilities and the engineering organization that depends on them — equal parts technologist, coach, and internal consultant

Requirements

  • 5+ years’ of experience in software engineering, developer relations, technical enablement, or a role that combines deep technical credibility with organizational change work
  • Enough technical depth to credibly work alongside engineering teams — comfortable reading code, understanding repo structure, and evaluating whether AI tooling is configured correctly
  • Practical experience with AI coding tools — Claude Code, GitHub Copilot, or equivalent — including context file setup, prompt engineering for development tasks, and agentic workflow basics
  • Experience delivering technical enablement, internal training, or developer advocacy programs at a team or organizational scale
  • Ability to assess team-level AI readiness and prescribe targeted interventions that move teams from passive tool usage to active, high-leverage AI-assisted development
  • Strong written communication skills for producing playbooks, structured feedback reports, and best practice guides that inform platform team priorities
  • Experience with developer tooling ecosystems — Git, Jira, Confluence, GitHub Actions — and the ability to help teams integrate AI tools into their existing workflows
  • Comfort facilitating workshops and coaching sessions with engineers across varying skill levels and varying degrees of enthusiasm for AI-assisted development
  • Metrics orientation: ability to define adoption indicators, track progress, and present clear signal on what’s working and what needs adjustment
  • Bachelor’s degree or equivalent work experience
Benefits
  • Full Health Benefits; Medical/Dental/Vision/Life Insurance + Paid Parental Leave
  • Company Matched 401k
  • Paid Time Off + Paid Holidays + Paid Volunteer Hours
  • Employee Resource Groups (Black Inclusion Group, Women in Leadership, PRIDE, Adelante)
  • Employee Stock Purchase Program
  • Tuition Reimbursement
  • Charitable Gift Matching
  • Job required equipment and services
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
software engineeringAI coding toolsprompt engineeringcontext file setupagentic workflowtechnical enablementdeveloper advocacycode evaluationdocumentation standardsworkflow design
Soft Skills
written communicationcoachingfacilitationorganizational changefeedback collectionmetrics orientationinterpersonal skillstraining deliveryproblem-solvingconsulting
Certifications
Bachelor’s degree