← All roles

Head of Product, Growth + Monetization

Help Scout· Experience
Apply on company site
Remote$263k - $290kFull-timePosted 4w ago

About the role

Head of Product responsible for growth and monetization across the core funnel (signup to paying customer) and expansion within existing customers, including pricing/packaging, growth experiments, and cross-functional partnerships.

Responsibilities

  • Own the growth roadmap: vision, roadmap, and execution for the Growth team, sharpening the core funnel (signup, onboarding, trial-to-paid conversion, activation moments).
  • Run growth experimentation across two swim lanes: new business (signup through trial-to-paid) and expansion (P2P and Product expansion through Agent, Copilot, and Signal).
  • Evolve monetization strategy: own overarching pricing and packaging framework across the portfolio; cross-product throughline and judicious input on pricing decisions.
  • Build growth infrastructure: growth model, experiment standards, and playbooks enabling teams to ship growth work independently.
  • Lead as a player/coach: perform strategic work today, hire and manage PMs as the group grows; accountable for group revenue results.
  • Partner across the customer lifecycle: ensure coherence of growth motion with GTM and spend time with customers and data.

Qualifications

  • 5+ years leading growth in B2B SaaS with a free-trial or freemium motion, with a track record of growing revenue or adoption.
  • Hands-on with experimentation: defines metrics, designs tests, distinguishing signal from noise.
  • Outcome-focused: builds systems and playbooks that accelerate others.
  • Designs and explains outcome-based pricing frameworks; understands ownership of strategy vs execution.
  • Technically fluent for architecture discussions and credible on engineering estimates; understands AI/product feature failure modes.
  • Influence-based leadership: gains peer teams to run experiments collaboratively.
  • Direct people management experience and will hire/coach PMs as the group grows.
  • Excellent writer; able to communicate via one-pagers and briefs; fluent with AI tools for research synthesis, strategy testing, rapid prototyping.

Skills

Required:Growth strategy and roadmappingExperimentation and analyticsPricing and packaging designLeadership and team buildingCross-functional collaborationWritten communicationAI tooling fluency

Benefits

  • Competitive salary with transparent internal salary formula based on market data
  • Flexible time off – choose holidays and vacations
  • 12 weeks fully paid parental leave (including adoption/foster care)
  • Home office stipend
  • Co-working stipend up to $300/month
  • Yearly professional development stipend $1,800
  • Top-tier health insurance for you and dependents (U.S. or Canada)
Last updated Sep 24, 2026. Interested? Apply on the company site.
Help Scout logo

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.

customer communicationsshared inboxhelp centerlive chatAI integrationsupport software

More open roles at Help Scout