263K–290K USD / year

Head of Product, Conversations

ProductRemote — United States
Published on 2026-08-12
These details were extracted automatically from the original listing. They may not be complete or fully up to date — it's worth checking the original job post.

About this role

Own the vision, roadmap, monetization, and results for Help Scout’s Conversations product group, covering Inbox and Copilot. This is a hands-on player/coach role focused on evolving the support workspace and its AI capabilities, growing revenue, and building a product management team.

About the company

Help Scout provides customer service software designed to help businesses deliver exceptional support experiences. The company focuses on building tools that enhance communication and collaboration between teams and their customers.

The team

Conversations product group, spanning the Inbox and Copilot product lines; reports to the Chief Product Officer.

What you'll do

  • Set product vision and strategy for Inbox and Copilot as a unified experience.
  • Lead the Inbox and Copilot roadmaps hands-on, prioritizing speed, reliability, craft, and useful AI assistance.
  • Own product monetization and packaging across seats and AI usage.
  • Partner with the Autonomy group to deliver seamless experiences across the agent platform and human-support workspace.
  • Spend time with customers and partner with GTM and Customer Success to improve adoption and feed customer insights into the roadmap.
  • Hire, manage, and coach product managers as the group grows.

What we're looking for

  • Experience owning a scaled, core B2B SaaS product and managing product managers.
  • Experience shipping AI-powered products and agentic experiences.
  • Strong product monetization instincts, including packaging products across seats and outcomes.
  • Data self-sufficiency and technical fluency sufficient to discuss system architecture with engineers.
  • Strong written communication and cross-functional collaboration skills.
  • Experience with product-led growth (PLG).

Nice to have

  • Experience using AI tools for research synthesis, strategy testing, prototyping, and customer-signal analysis.

Benefits

  • Equity and bonus offered.
  • Flexible time off.
  • 12 weeks of paid parental leave.
  • Home-office stipend and coworking stipend up to $300 per month.
  • $1,800 annual professional-development stipend.
  • Health insurance for employees and dependents in the U.S. or Canada.
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