Lead Product Manager, Agents

Help Scout

Lead Product Manager overseeing the AI-enabled Agent pillar at Help Scout. Responsible for product vision, execution, and collaboration with engineering and customer insights.

Posted 6/24/2026full-timeRemote • 🇺🇸 United StatesSenior💰 $172,000 - $198,000 per yearWebsite

About the role

Key responsibilities & impact

Own the full product roadmap for the Agent pillar — unified Agent backend, Agent Drafts, AI Answers, Agentic Actions, Docs automation, and workflow amplification
Drive the consolidation of Drafts and AI Answers onto a single backend system, enabling the full Agent capability set to compound from a shared foundation
Define the experience and configuration UX that moves customers up the trust ladder — from "let me review that draft" to "handle it without me"
Shape how the Agent monetizes: resolutions, drafts, handoffs, and docs improvements are all outcome-priced surfaces; you'll own the logic for how customers experience and pay for each
Partner closely with the Intelligence and Conversations PMs — Agent needs signals from Intelligence and coordination with Conversations to work as a coherent system, not a feature stack
Spend real time with customers: understanding where they trust the AI, where they don't, and what would move them
Work with GTM and CS to ensure the Agent story is clear, the adoption motion is tight, and customer feedback loops back into the roadmap

Requirements

What you’ll need

You have shipped AI-powered products and understand how they fail — not just how they work when they work
You think in outcomes, not features. "Resolutions handled" and "drafts sent" are more interesting to you than "new settings page launched"
You have strong monetization instincts. You can design a pricing surface that reflects real customer value and explain the tradeoffs when you can't
You're technically fluent enough to build genuine trust with engineers — you don't need to write the code, but you can hold a meaningful conversation about system architecture and make better decisions because of it
You know how to move customers along a trust curve: what confidence signals matter, how to sequence capability rollout, and when to hold back a feature because the experience isn't ready yet
You're genuinely fluent with AI tools and treat them as part of your craft — for research synthesis, strategy testing, rapid prototyping, and customer signal analysis. You have a point of view on where these tools are heading and how they're changing the shape of PM work
You understand that when execution is cheap, judgment is the bottleneck. Your highest-leverage hours are spent on strategy and prioritization — defining what's next and what's not — not on driving the build
You're an excellent writer. Help Scout runs on writing, and you make your thinking visible in one-pagers, briefs, and narratives that move decisions forward
You've worked in B2B SaaS and understand the difference between building for support teams vs. building for end consumers.

Benefits

Comp & perks

Competitive salary and an internal, transparent salary formula based on market data
Flexible time off – you choose the holidays and vacations that make sense for you
12 weeks of fully paid parental leave for all new parents, including adoption and foster care
A home office stipend to help you get set up and productive
A co-working stipend up to $300 a month if you choose to work out of your house
A yearly professional development stipend of $1,800 to help you grow in your craft
If you’re in the U.S. or Canada, we offer top tier health insurance for you and your dependents.

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills & Tools

AI-powered productssystem architecturepricing designcustomer signal analysisstrategy testingrapid prototypingtrust curve managementoutcome-based thinkingmonetization strategy

Soft Skills

excellent writingcustomer engagementstrategic prioritizationtrust buildingcommunicationcollaborationdecision makingcustomer feedback integrationproblem solving