Head of Product, Conversations Help Scout · US · collaboration · People manager $263k–290k​/yr

# Head of Product, Conversations Help Scout This Head of Product role oversees the Conversations product group within a B2B SaaS company. You will lead the strategy and execution for both the core workspace and its integrated AI features.### What you’d own
* Vision and roadmap for Inbox and Copilot
* Monetization strategy for seats and AI usage
* Management of a growing team of PMs
* Joint ownership of product seams with the Autonomy group### Who it’s forA fit if you...* ✓You have experience owning core products used as daily work spaces at scale* ✓You have shipped AI-powered products and understand their specific success metrics* ✓You are a 'player/coach' who enjoys hands-on strategic work while mentoring others* ✓You are data self-sufficient and can pull your own analyses to pressure-test direction

Not for you if...* ✗You prefer a siloed environment, as you must co-own product surfaces with another group* ✗You prefer to delegate all execution, as this is a hands-on player/coach role* ✗You are uncomfortable with high accountability for revenue growth and monetization### Reading between the lines
* The 'player/coach' description combined with 'hands-on' roadmap requirements implies you will be doing the heavy lifting of individual contribution while simultaneously scaling a team.
* The emphasis on 'judgment' over 'execution' suggests a high degree of ambiguity where your primary value is deciding what NOT to build.
* The requirement for 'technical fluency' to discuss system architecture implies a need for deep collaboration with engineering, not just high-level requirements gathering.

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Apply nowPosted Yesterday Seniority Head Salary  $263k–290k/yrLocationUSProduct areacollaboration

TypeFull-time### Role typeAI Native People Manager Technical PM### Benefits Health Equity Bonus PTO Parental Leave Home Office Stipend Coworking Learning  Budget Full job description### About Help Scout See all roles →Help Scout is a customer support platform that gives growing businesses a shared inbox, help center, and live chat, with AI woven into the flow of support to draft replies, recap threads, and resolve a large share of interactions automatically.

It serves over 12,000 customer-facing teams, including companies like Gusto, Buffer, and Vimeo, on a SaaS subscription model positioned as more affordable than larger rivals. Founded in 2011, the company has been fully remote for over a decade with a team spread across more than 115 cities, and it deliberately avoids the hypergrowth playbook in favor of sustainable growth. For a PM, that means a mature product, a strong customer-experience culture, and benefits like sabbaticals, twelve weeks of parental leave, and annual retreats.