Progressive Leasing

AI & Automation Builder — People Team (Remote)

Remote (US)Remotefull-timePosted 23 May 2026
Role type
Agent DevAutomation
Required tools
ClaudeGitHub CopilotWorkdayPythonJavaScriptJiraMicrosoft 365
Why this role

We value builders who ship functional MVPs over credentials; show us your portfolio of deployed automations and agentic workflows. You should be fluent in using AI tools to accelerate your build process and comfortable integrating complex systems via APIs and webhooks.


Job description

Progressive Leasing is a leading provider of in-store and e-commerce lease-to-own solutions. We are currently hiring an AI & Automation Builder — People to help modernize how work gets done across our People function and support PROG's broader AI-enabled transformation.

This role is a work-from-home position and can be performed remotely anywhere in the continental US.

WE ARE: The People team at PROG is operating at the center of an AI-enabled shift in how the company works. Our focus is on replacing manual, slow, and repetitive HR work with intelligent, automated systems that actually run in the real world. We don't design in decks — we build.

YOU ARE: A hands-on builder who knows how to turn defined workflows into working automations. You may come from a technical background and gravitated toward HR — or from People Ops and taught yourself to build. Either path works. What matters is that you can take a workflow spec, move fast, and deliver something that runs. You're comfortable using AI tools as part of how you build, not just how you write.

Your Day-to-day:

  • Build AI-powered automations for core People workflows (recruiting, onboarding, offboarding, employee lifecycle, compliance)

  • Translate defined workflow specs or process maps into built, tested, and deployed automations

  • Build and deploy skills or agentic workflows in partnership with the AI COE, including work tied to PROG's active PIPER+ program

  • Use AI tools (Claude, Microsoft Copilot, GitHub Copilot, or similar) as core building tools — for workflow logic, automation, and agent design

  • Integrate automations with Workday, Jira, Microsoft 365, and other tools in the PROG stack (API and MCP support provided)

  • Ship quickly and iterate: deliver functional MVPs, gather feedback, and improve over time

  • Maintain and enhance automations as People needs evolve

  • Document what you build so others can understand, maintain, and extend it

  • Partner closely with TA, People Ops, Total Rewards, and HR Technology leaders

You'll Bring:

  • Demonstrated ability to build and ship automations — not just identify opportunities

  • Hands-on experience using AI tools (Claude, Copilot, ChatGPT, or similar) to automate real workflows

  • Comfort with APIs, webhooks, and basic data formats (JSON)

  • Familiarity with no-code / low-code tools; light scripting (Python, JavaScript, Apps Script) is a plus

  • Working knowledge of how HR / People functions operate and where automation adds value

  • Experience with enterprise HR systems (Workday strongly preferred)

  • Ability to clearly explain what you built to non-technical stakeholders

  • Self-directed, iterative working style — you build, test, and refine without waiting for perfection

  • Bachelor's degree or equivalent work experience

Compensation: Competitive. Full Health Benefits; Medical/Dental/Vision/Life Insurance + Paid Parental Leave. Company-Matched 401(k). Paid Time Off + Paid Holidays.

Apply now