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VP of People

Help Scout· People
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Remote$227k - $250kFull-timePosted 2w ago

About the role

Senior leadership role responsible for scaling Help Scout’s people function in a remote-first, AI-influenced environment. Lead recruiting, onboarding, organizational development, compensation, performance, engagement, and culture; define health metrics; build talent strategy and AI-enabled people practices; ensure alignment with business goals and strategic narrative.

Responsibilities

  • Lead a team that owns all aspects of the employee lifecycle, from recruiting and onboarding to people and organizational development, as well as programs including global compensation, organizational design, performance management, and employee retention and engagement.
  • Ensure a robust and scalable remote-first culture, maintaining values-driven culture and owning systems that support remote work and collaboration.
  • Define how to measure the health of our people and People programs, use data to guide decisions, and adjust strategy when signals change.
  • Build and execute the talent strategy, including a robust recruiting strategy and partnership to support hiring managers.
  • Bring an AI lens to all People functions, helping team members leverage AI to work more effectively.
  • Drive Help Scout's strategic narrative through our people, aligning People programs with business needs.
  • Establish clear planning, prioritization, and execution rhythms for teams.

Qualifications

  • You've served as a people leader at a scaling B2B SaaS company in the $30M–$150M ARR range.
  • You've led organizations through a growth stage and can drive mindset changes about work in a changing environment.
  • Hands-on experience as an HRBP and being a partner to the business.
  • A genuine point of view on how AI can advance people practices, not just as tools but as a organizational shift.
  • Creativity in thinking about people strategies and innovative leadership approaches to enable peak performance and great experiences.
  • High bar, ability to elevate others, clear and empathetic communication in remote settings.
  • Preference for shipping, measuring, and adjusting, with comfort balancing performance goals and long-term vision.

Skills

Required:People leadership at scale (B2B SaaS)HR business partnership (HRBP)People strategy & talent managementData-driven decision makingRemote-first leadership & culture
Nice to have:AI applied to HR/PeopleChange management

Benefits

  • Competitive salary and an internal, transparent salary formula based on market data.
  • Flexible time off – holidays and vacations chosen by you.
  • 12 weeks of fully paid parental leave for all new parents (including adoption and foster care).
  • Home office stipend to set up and stay productive.
  • Co-working stipend up to $300/month if working from home.
  • Yearly professional development stipend of $1,800.
  • Top-tier health insurance for you and dependents (US/Canada).
Last updated Oct 8, 2026. Interested? Apply on the company site.
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About Help Scout

AI clears the way.

Help Scout's shared inbox, help center, and live chat software gives your team the tools you need to easily manage customer communications.

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