Head of Events & Programmes

Insperity provides the most comprehensive suite of scalable HR solutions available in the marketplace with an optimal blend of premium HR service and technology. Insperity is currently making a difference for thousands of businesses and communities nationwide.

We value diversity, inclusivity and a sense of belonging. We celebrate work and life events, and we partner with our clients and communities to make great things happen.

News & World Report. We want your time to have balance, whether it’s spent with coworkers, clients, family or your community.

We offer continuous learning programs, mentorship opportunities and ongoing training.

Well-Being: Our total rewards package includes generous paid time off, top-tier medical, dental and vision benefits, health & wellness support, paid volunteer hours and much more. The role serves as the connective tissue between AI Strategy, ITS, and business partners—translating priority outcomes into an executable AI portfolio across the build, buy, and blend spectrum and ensuring the support mechanisms (governance, enablement, measurement, and adoption) are in place to drive quality and sustained impact. Depending on evolving enterprise needs, this role may (1) support our proprietary Insperity AI Platform and agent ecosystem, (2) enable function-specific tools and capabilities within divisions (including evaluation, selection, training, and deployment of licensed/point AI tools), and/or (3) help leverage AI embedded in existing SaaS platforms. The AI Program Manager partners closely with division stakeholders, ITS, Enterprise Analytics, Product Management, Legal, InfoSec, and external technology vendors to deliver integrated AI capabilities that improve productivity, efficiency, quality, user experience, and business value.

Drives AI program execution for an assigned business domain or enterprise priority area, translating business outcomes into scoped programs that span the build, buy, and blend spectrum and align with the enterprise AI portfolio managed by the AI Strategy team.

Designs and runs the intake, evaluation, and prioritization process for AI opportunities surfaced by business partners, applying structured frameworks and ensuring opportunities map to measurable outcomes, risk posture, and readiness.

Depending on the initiative, may be responsible for end-to-end delivery coordination across design, technical development, testing, rollout, and optimization—ensuring appropriate artifacts, decisions, and stage gates are in place for reliable production deployment.

Partners with ITS, Enterprise Analytics, platform owners, and Product Management to deliver integrated AI solutions, including proprietary AI applications and agents, AI embedded in SaaS platforms, and licensed/point AI tools deployed within functions.

Champions agile, iterative delivery practices for AI programs, establishing an operating cadence with stakeholders and providing consistent reporting against roadmap commitments, dependencies, and risks.

Leads or supports vendor and tool evaluation (requirements, due diligence, pilots, and selection) and works with Procurement, Legal, InfoSec, and IT to ensure contracts, controls, and support models are appropriate for the intended use.

Partners with Legal, InfoSec, IT, and AI governance bodies to ensure AI initiatives meet organizational policies, ethical guidelines, and regulatory requirements, and that appropriate controls and documentation exist for auditability and trust.

Maintains program documentation, including roadmaps, status updates, risk/issue logs, decision records, release plans, and adoption plans—ensuring transparency for business partners and AI Strategy leadership.

Leads change management, communication, and training efforts for users adopting AI capabilities, building AI literacy, establishing feedback loops, and supporting the broader culture of responsible AI adoption.

Supports the health of the agent ecosystem and user experience by partnering on standards for agent behavior, guardrails, evaluation approaches, versioning/release practices, and consistent interaction patterns across channels and platforms.

Tracks program performance against agreed metrics (adoption, time saved, quality/error reduction, cycle-time improvements, customer experience, risk reduction, and financial impact as applicable) and partners with Enterprise Analytics to mature measurement and value realization over time.

QUALIFICATIONS: Bachelor’s Degree or higher in business, information systems, computer science, analytics, engineering, or related field is required.

Three to five years of experience in program or project management, product operations, business analysis, or technology delivery roles is required.

Experience working in a complex, cross-functional environment (business, technology, risk/compliance) and facilitating stakeholder alignment across multiple teams is preferred.

Experience with AI and analytics initiatives—including generative AI and agentic workflows, AI embedded in SaaS platforms, and/or enterprise enablement of licensed AI tools—is preferred.

Demonstrated experience managing cross-functional programs with clear business outcomes and measurable success criteria.

Proficiency in project management methodologies and tools (e.g., Smartsheet, Jira, Monday).

Familiarity with enterprise platforms and collaboration tools where AI is increasingly embedded (e.g., CRM, service platforms, HRIS, content/knowledge systems, and Microsoft 365) and the implications for integration, user experience, and adoption.

Strong networking and relationship-building skills, particularly across Sales, Marketing, Technology, and external vendor partners.

Working knowledge of agile, iterative development practices for AI applications and software programs.

Familiarity with AI governance frameworks and responsible AI principles, including data privacy, security controls, evaluation and monitoring expectations, and appropriate use guidance.

Experience supporting vendor evaluation, contracting, and ongoing management for technology platforms is preferred.

At Insperity, we celebrate the diversity of our employees and our leadership. Insperity is an equal opportunity employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability status, protected veteran status or any other characteristic protected by law.

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