Job Details

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 for professionals who thrive in dynamic environments, take initiative, and want to 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.

• 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.

• 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.

• 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.

• 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.