About The Position

At Playlist, life's richest moments happen when people step away from screens to move, connect, explore, and play. We're building the definitive platform for intentional living, connecting people with inspiring experiences in fitness, wellness, and beyond. With popular brands like Mindbody and ClassPass, Playlist empowers businesses and individuals, making it effortless for aspirations to become actions. Join us in reshaping technology's role to foster meaningful, real-world connections. The Role You'll Play Reporting directly to the CTO, you’ll lead hands-on AI special projects across Playlist and our portfolio (including Mindbody and ClassPass). This role blends technical program leadership with a chief of staff-style operating cadence: you’ll bring clarity to ambiguous work, create momentum across teams, and help translate AI capability into practical leverage for how we build, support, and scale the products that power real-world experiences.

Requirements

  • 5+ years leading cross-functional technical programs, initiatives, or special AI projects with multiple stakeholders
  • Strong ability to turn ambiguity into structured plans and drive consistent follow-through
  • Clear, concise writing and communication skills, including executive-ready updates and effective meeting facilitation
  • Hands-on comfort with modern AI tools and workflows, including LLMs such as Claude, to test, learn, and iterate
  • High ownership mindset with a bias toward action and the ability to drive work forward without needing heavy direction
  • Technical fluency that helps you collaborate credibly with engineering partners while staying focused on outcomes
  • Sound judgment, balancing speed, quality, and responsible use when introducing AI into existing workflows
  • Strong stakeholder management skills, including influencing without authority and navigating competing priorities
  • Experience operating in fast-moving environments where priorities evolve, and progress depends on collaboration

Responsibilities

  • Prototype and iterate on AI workflows and lightweight solutions using tools like Claude or Codex, focusing on adoption and impact
  • Independently scope and execute on AI-driven projects, taking a hands-on role from initial idea through lightweight implementation and iteration, and stepping in to drive work forward
  • Turn AI strategy into a clear, executable program with scoped initiatives, owners, milestones, and measurable outcomes
  • Partner across the company to identify high-impact AI opportunities and move them from idea to delivery
  • Establish and run the operating rhythm for AI work, including OKR support, program updates, and stakeholder communications
  • Unblock progress by coordinating dependencies, clarifying tradeoffs, and keeping teams aligned on decisions
  • Support responsible AI delivery by aligning on pragmatic guardrails and risk considerations appropriate to each use case
  • Provide clear, decision-ready updates to the CTO and leadership partners on progress, outcomes, and next steps
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