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[Remote] Design Leader, New Verticals (AI Products)

Remote, USA Full-time Posted 2026-06-16

Note: The job is a remote job and is open to candidates in USA. Playlist is building a platform for intentional living, connecting people with inspiring experiences in fitness, wellness, and beyond. They are seeking a Design Leader for new AI-native vertical software to empower wellness businesses, responsible for driving the product vision, strategy, and roadmap while collaborating closely with engineering and product teams.

Responsibilities

  • Own, evolve, and champion the product vision, strategy, and roadmap for new vertical SMB products, aligned with our broader company vision and product ecosystem
  • Drive our AI-native design philosophy: where AI replaces workflow, where it consults, and where it automates on behalf of the customer. Software that works while they're with a client
  • Get into the field. Build direct relationships with practitioners, understand their unmet needs, and iterate live on what you learn
  • Work directly with a small engineering and product team to ship fast; own the roadmap, the spec, and the release
  • Bring high agency and creativity to every stage of the build, from blank page to a product customers can't imagine running their business without
  • Create compelling end-to-end product experiences that connect customer needs, business goals, and technical capabilities
  • Build and leverage LLM-powered tools (and create them when they don’t exist)
  • Identify opportunities where AI, automation, and intelligent systems can create differentiated customer value
  • Influence executive stakeholders through storytelling, customer insights, strategic thinking, and design excellence

Skills

  • 10+ years of design experience, with experience building tools that businesses depend on day-to-day
  • You've shipped 0→1 products and successfully scaled the customer base. You can walk through what broke, what worked, and what you'd do differently
  • You've built with AI or built AI-native products. You have real opinions on where LLMs break, how to design for probabilistic outputs, and how to earn user trust in an AI-driven experience
  • You're comfortable with ambiguity and high agency. You move without being told, define your own priorities, and thrive when the roadmap is yours to create
  • You are energized by shaping product strategy, not just executing requirements
  • Ability to move fluidly between strategic vision work and hands-on design execution
  • Strong systems thinker who can design across workflows, ecosystems, and interconnected products
  • Bonus: experience in health, wellness, fitness, or service-business SMB. You understand the texture of running a small practice or studio

Company Overview

  • Playlist is the parent company that operates various physical and mental fitness tech companies. It was founded in 2026, and is headquartered in San Luis Obispo, California, USA, with a workforce of 1001-5000 employees. Its website is https://www.playlist.com.
  • Company H1B Sponsorship

  • Playlist has a track record of offering H1B sponsorships, with 1 in 2025. Please note that this does not guarantee sponsorship for this specific role.
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