About The Position

We’re looking for a Staff Product Manager to own and evolve the end-to-end client booking experience across web and mobile. The booking experience is the front door to SQUIRE. It drives first impressions, repeat usage, and directly impacts business performance across our platform. As we expand into new verticals and AI-powered workflows, this role ensures booking remains intuitive, trustworthy, and high-converting. This is a senior individual contributor role with broad ownership. You will lead strategy and execution across discovery, booking flows, and rebooking - balancing client experience, business outcomes, and platform scalability.

Requirements

  • 7+ years of product management experience
  • Direct experience building booking, reservation, or scheduling products at scale
  • Proven track record improving conversion or retention in B2C environments
  • Strong product judgment across UX, systems, and business impact
  • Experience in B2C or B2B2C platforms
  • Ability to influence cross-functional teams without direct authority

Nice To Haves

  • PLG or lifecycle optimization experience
  • Exposure to AI-driven consumer workflows
  • Experience supporting multiple verticals or international markets

Responsibilities

  • Product Strategy & Roadmap
  • Define and drive the multi-quarter vision for client booking
  • Own discovery, booking flows, checkout, confirmations, cancellations, and rebooking
  • Ensure experiences scale across geographies, shop types, and future verticals
  • Make clear tradeoffs across UX quality, performance, and business goals
  • Client Experience & Conversion
  • Deeply understand client behavior and friction across the booking funnel
  • Improve conversion, rebooking, and retention through data and experimentation
  • Elevate trust, clarity, and reliability across critical booking moments
  • Execution & Cross-Functional Leadership
  • Partner closely with Engineering and Design to ship performant, high-quality consumer experiences
  • Translate strategy into clear requirements and measurable outcomes
  • Collaborate with Lifecycle, Marketing, and Data to ensure launches drive impact
  • Growth & Learning
  • Own key metrics including conversion, rebooking rate, funnel drop-off, and client retention
  • Establish clear learning goals and remain accountable to outcomes
  • Thoughtfully leverage AI and automation to improve discovery and confidence in booking

Benefits

  • Base Salary ($170,000 - $190,000)
  • New hire stock grant
  • 100% employer paid medical, dental, and vision insurance for you and your dependents
  • 401K plan with company contribution
  • Generous PTO and Parental Leave policies
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