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[Remote] Principal Product Manager, AI Strategy & Operations (Remote)

Remote Full-time Hiring now

Note: The job is a remote job and is open to candidates in USA. Businessolver is a company that delivers market-changing benefits technology and services. They are seeking a Principal Product Manager for AI Strategy and Operations to translate AI strategy into execution, manage the AI initiative portfolio, and ensure alignment across various stakeholders.

Responsibilities

  • 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

Skills

  • Bachelor's degree required in Business, Computer Science, Engineering, Information Systems, Economics, or a related field
  • 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
  • Master's degree preferred, including MBA or a relevant graduate degree in a technical or business discipline
  • Experience supporting AI, data, platform, or enterprise transformation initiatives
  • Background in product operations, strategic planning, chief of staff work, or transformation leadership
  • Familiarity with governance, risk, and compliance considerations for AI-enabled capabilities
  • Experience working in SaaS, enterprise software, or regulated environments

Benefits

  • This role is eligible to participate in the bonus incentive plan.
  • 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/

Company Overview

  • Businessolver is an employee benefits administration technology company. It was founded in 1998, and is headquartered in West Des Moines, Iowa, USA, with a workforce of 1001-5000 employees. Its website is https://www.businessolver.com.
  • Company H1B Sponsorship

  • Businessolver has a track record of offering H1B sponsorships, with 2 in 2025, 3 in 2024, 3 in 2023, 2 in 2022, 3 in 2021, 1 in 2020. Please note that this does not guarantee sponsorship for this specific role.
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