Principal Product Manager, AI Strategy & Operations (Remote)

Requirements

• 10+ years of experience in product management, strategy, business operations, technical program leadership, or portfolio operations, including work with senior executives.
• Proven experience translating strategy into execution across cross-functional organizations with multiple stakeholders and dependencies.
• Strong product and business judgment, with the ability to evaluate initiative value, readiness, and tradeoffs.
• Demonstrated experience building operating cadences, portfolio management systems, executive reporting, and decisi

Benefits

Additional Information

Since 1998, Businessolver has delivered market-changing benefits technology and services supported by an intrinsic responsiveness to client needs. The company creates client programs that maximize benefits program investment, minimize risk exposure, and engage employees with easy-to-use solutions and communication tools to assist them in making wise and cost-efficient benefits selections. Founded by HR professionals, Businessolver's unwavering service-oriented culture and secure SaaS platform provide measurable success in its mission to provide complete client delight. **Please be aware of recruitment scams. Businessolver does not make job offers outside of our official hiring process or request payment or sensitive personal information. You will never receive an offer of employment without meeting a hiring authority and having a "live" and face-to-face conversation.** Job Overview: The Principal Product Manager, AI Strategy and Operations serves as the senior product and operating partner to the Chief AI Officer, helping translate AI strategy into execution across the portfolio. This role drives the management system for the AI function, including planning cadence, initiative tracking, portfolio visibility, investment logic, dependency management, and executive follow-through. This leader works across product, engineering, governance, and executive stakeholders to ensure AI initiatives move with clear priorities, defined outcomes, and operating discipline. The role combines strategic thinking, product judgment, and operational rigor to help the organization scale AI efforts in a coordinated and measurable way. The Gig: AI Portfolio Strategy and Execution Partner with the Chief AI Officer to translate enterprise AI priorities into a clear execution model across products, platforms, and enabling functions. Maintain visibility into the AI initiative portfolio, including status, dependencies, risks, investment needs, and expected outcomes. Help ensure the portfolio is aligned to business priorities, product strategy, and technical capacity. Operating Cadence and Governance Design and run the operating cadence for the AI organization, including planning cycles, reviews, decision forums, and executive updates. Drive clear follow-through on strategic initiatives by coordinating actions, owners, milestones, and escalation paths. Establish consistent mechanisms for tracking progress, surfacing tradeoffs, and supporting decision-making. Investment Logic and Prioritization Support investment planning for AI initiatives by helping define sequencing, expected impact, resource tradeoffs, and portfolio balance. Partner with Finance, Product, and Engineering leaders to frame initiative value, cost, and execution readiness. Help leaders make informed prioritization decisions grounded in business impact and execution constraints. Cross-Functional Alignment Coordinate across Product, Engineering, Security, Legal, Privacy, Compliance, and executive stakeholders to keep major initiatives aligned and moving. Identify gaps in accountability, sequencing, or communication and drive resolution. Ensure portfolio-level decisions are reflected in roadmap planning and operating commitments. Measurement and Reporting Define and maintain the core reporting structure for AI strategy execution, including initiative health, milestone progress, value realization, and operating risks. Produce clear materials for executive stakeholders, board-level discussions, and cross-functional leadership reviews. Improve the quality and consistency of portfolio reporting across AI-related workstreams. Strategic Problem Solving Support the Chief AI Officer on special projects, strategic analyses, operating model decisions, and cross-functional initiatives. Develop recommendations that connect business goals, product choices, technical realities, and execution risk. Act as a force multiplier for leadership by driving clarity, structure, and action across ambiguous problem spaces. What you need to make the cut: Education Bachelor's degree required in Business, Computer Science, Engineering, Information Systems, Economics, or a related field. Master's degree preferred, including MBA or a relevant graduate degree in a technical or business discipline. Ongoing professional development in AI strategy, product operations, portfolio management, and executive communication expected.

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