Principal Product Manager, AI Strategy – Operations

🕒 April 29

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Businessolver

1001 - 5000 employees

Founded 1998

💰 Private Equity Round on 2021-12

Businessolver, founded in 1998, is a trusted partner in benefits administration technology. With over two decades of experience, we aim to delight clients by transforming benefits administration into a year-round journey, driven by our core values. Our proprietary platform offers a personalized benefits experience for employees, empowering informed decision-making and cost control.

📋 Description

• 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. • 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. • 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. • 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. • 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. • 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.

🎯 Requirements

• 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. • 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 decision support processes. • Strong written and verbal communication skills, including the ability to prepare materials for executive audiences. • Ability to operate effectively in ambiguous environments and drive alignment across technical and non-technical teams.

🏖️ Benefits

• Other Compensation: If this position is full-time or part-time benefit eligible, you will receive a comprehensive benefits package which can be viewed here: https://businessolver.foleon.com/bsc/job-board-businessolver-virtual-benefits-guide/ • Eligible to participate in the bonus incentive plan.

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