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Head of Product, Growth + Monetization

Help Scout United States ; United States (whole country)
Full-time Remote work

Publication date: 04/11/2026

Help Scout is a fully remote support software company with more than 10,000 business customers and 120+ teammates worldwide. The Head of Product, Growth & Monetization will be directly accountable for the core funnel that turns signups into paying customers and the in-app motion that turns paying customers into expanding ones. The role reports to the Chief Product Officer and works closely with Product, Marketing, and Sales & Customer Success leadership. This role is open to US-based applicants only.

Responsibilities

Own the growth roadmap, including vision, roadmap, and execution for the Growth team, sharpening the core funnel (signup, onboarding, trial-to-paid conversion, activation); run growth experimentation across the org in two swim lanes (new business and expansion of Agent, Copilot, and Signal products); evolve monetization strategy by owning the overarching pricing and packaging framework across the portfolio; build growth infrastructure (growth model, experiment standards, playbooks) that other teams can use; lead as a player/coach, doing strategic work and hiring and managing a team of PMs, accountable for the group's revenue results; partner across the customer lifecycle with go-to-market teams and spend time with customers and data

Requirements

5+ years leading growth in B2B SaaS with a free-trial or freemium motion; concrete story of moving a product line's revenue or adoption; hands-on with experimentation, defining own metrics and designing own tests; ability to design an outcome-based pricing framework and explain its tradeoffs; technically fluent enough to hold architecture conversations and push back on engineering estimates; understanding of how AI and agentic product features fail; leads through influence; has directly managed people; excellent writer who produces one-pagers and briefs; fluent with AI tools for research synthesis, strategy testing, and rapid prototyping; must be US-based

Benefits

Competitive salary and an internal, transparent salary formula based on market data; flexible time off; 12 weeks of fully paid parental leave for all new parents, including adoption and foster care; home office stipend; co-working stipend up to $300 a month; yearly professional development stipend of $1,800; top tier health insurance for US or Canada teammates and dependents
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