Product Manager- AI Automation

2 weeks ago

Remote, Oregon, United States PEOPLEASE Full time $90,000 - $120,000 per year
About Peoplease

Peoplease is a leading Professional Employer Organization (PEO) providing solutions to small and medium-sized businesses in the blue and gray-collar industries. We enable our clients and partners to achieve their aspirations by offering world-class service and administrative solutions in payroll, human resources, benefits, and risk management. At Peoplease, we foster a culture of inclusion and belonging, driven by our core values: Engagement, Integrity, Tenacity, Curiosity, Happiness, and a Service-obsessed mindset.

Position Summary

The Product Manager- AI Automation will play a key role in shaping the future of AI and automation at Peoplease. This individual will manage initiatives from concept to completion; defining needs and success criteria, coordinating across business and technology teams, ensuring seamless implementation, and tracking impact and ROI.

This is a hands-on, fast-paced role suited for an early-to-mid career professional eager to take ownership, grow rapidly, and make visible contributions to high-impact innovation efforts within the company.

Essential Duties and Responsibilities

Reasonable accommodation may be made to enable individuals with disabilities to perform the essential functions.

  • Program Ownership – Define scope, success criteria, and roadmaps for AI/automation initiatives; develop project/resource plans and lead execution to completion.
  • Business & Technology Alignment – Translate business needs into actionable requirements for developers, vendors, and internal stakeholders through interviews, workshops, and documentation.
  • Cross-Functional Leadership – Drive collaboration between Operations, IT, and business teams; proactively remove roadblocks and ensure alignment.
  • Value Delivery & ROI – Establish success metrics, track performance, and report on business impact to leadership.
  • Change & Adoption – Lead rollout, training, and change management to ensure solutions are adopted and sustained.
  • Vendor & Technology Evaluation – Assess, select, and manage vendor solutions; identify emerging AI/automation opportunities relevant to Peoplease.
Minimum Qualifications (Knowledge, Skills, & Abilities)

Minimum:

  • 3–5+ years in product, project, or program management (PMP/ACP/CSM a plus).
  • 2+ years hands-on with Artificial Intelligence, or workflow technology implementations.
  • Proven success leading cross-functional initiatives and vendor integrations.
  • Strong ability to drive change and influence adoption across diverse teams.
  • Business-first mindset; skilled at linking technical solutions to measurable outcomes.

Preferred:

  • Experience in HR services, payroll, or the PEO industry.
  • Familiarity with workflow automation platforms (e.g., Zapier, UiPath, Power Automate, or similar).
  • Exposure to product ownership practices (road mapping, backlog management).
  • Demonstrated ability to evaluate and prioritize emerging technologies.
Work Environment & Physical Requirements
  • This is a remote-first role with occasional travel for meetings, training, or industry events.
  • Regular virtual collaboration across distributed teams.
  • Frequent computer-based tasks, including data analysis and report generation.
  • Occasional lifting (up to 25 lbs) may be required.
Why Join Us?
  • Be part of a forward-thinking company in a rapidly growing PEO sector.
  • Opportunity to influence strategy and shape operations at an enterprise level.
  • Work with a company positioned to be the leading provider of PEO services in the U.S.
  • Competitive compensation and benefits package, with opportunities to lead thought leadership initiatives.

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