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Product Manager, Growth AI Outreach Motion

This is a Product Manager role focused on Growth AI Outreach Motion, based in Toronto, Canada, and is remote. The PM will define and own the AI specialist motion, building personalized guidance across the full user journey, including inbound, onboarding, and cross-sell. This role requires owning the revenue generated by the AI motion and leveraging existing systems like product recommendations and merchant context.

Seniority

Mid

Product Area

growth

Work Style

Remote

Location

Canada (ON)

Type

Full_time

Role type

Skills

Required

  • AI-powered, conversational, or agentic products
  • hypothesis-driven product development
  • product-led approaches
  • B2B or B2B2C environments

Nice to have

  • LLMs
  • conversational AI
  • agentic architectures
  • chat
  • email
  • voice
Full job description
Location: Toronto, Remote- Canada Department: 8917 Growth - PM About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. Our mission is to increase the GDP of the internet, and we have a staggering amount of work ahead. That means you have an unprecedented opportunity to put the global economy within everyone's reach while doing the most important work of your career. About the team The Growth team owns Stripe's product-led growth motion for self-serve customers, primarily startups and SMBs. We're responsible for acquiring, onboarding, and growing every business in the world on one or more Stripe products. The team works across the full user lifecycle (signup, onboarding, activation, expansion, retention) and sits at the intersection of product, data science, engineering, design, marketing, and AI/ML. We're directly accountable for topline self-serve revenue. What you'll do Stripe's largest customers get a dedicated product specialist who understands their business, recommends the right products, and guides them through onboarding and expansion. This role exists to bring that same quality of guidance to every Stripe user, leveraging AI, at scale. You will define and build the experience that delivers personalized guidance leveraging AI across the full user journey, from first question through activation and expansion. Inbound users range from early-stage startups picking their first product to larger prospects who need a sales engagement. Your system must match each user to the right path and ensure no one falls through the cracks. Stripe has strong building blocks in this area (product recommendations, onboarding flows, merchant context, outreach infrastructure), but no unified motion tying them together. Your role is to define the AI specialist motion, ship it, and own the revenue it generates. You will start with inbound prospects, then extend into onboarding, cross-sell, and outbound, building a system where each interaction makes Stripe smarter about what a business needs and when. Responsibilities Define the AI specialist: what it knows, how it engages, where it draws the line, and when it hands off. Own the product vision, strategy, and roadmap. Launch and scale the inbound motion across chat, voice, and email for prospects and new users seeking help with products, pricing, and getting started. Drive rapid iteration on answer quality and resolution rates. Build the triage and qualification layer. The AI specialist must assess the user it is engaging with, understand the size and complexity of the opportunity, and route accordingly: guiding smaller users through their full journey while qualifying larger prospects and handing them to sales with rich context. Define escalation paths to the vendor support team and sales team. Ensure that handoffs are seamless, context is preserved, and no user interaction is left unresolved. Scale past the first interaction into onboarding and cross-sell, helping users activate products, discover new ones, and grow their usage of Stripe. Leverage Stripe's existing product recommendation, merchant context, onboarding systems, and outreach platform rather than rebuilding from scratch. Own the revenue this motion produces. Define success metrics and maintain accountability from conversion through expansion, including pipeline generated through AI-qualified leads. Partner with engineering, AI/ML, design, data science, marketing, sales, and support to execute at pace while maintaining Stripe's bar for quality and trust. Who you are If you meet the minimum requirements below, we encourage you to apply. Preferred qualifications are a bonus, not a requirement. Minimum requirements 5+ years of product management experience, taking products from strategy through to shipped outcomes Experience building AI-powered, conversational, or agentic products. You understand what it takes to ship AI that works reliably for real users, not just in demos. A track record of owning revenue or business outcomes through product-led approaches Experience with hypothesis-driven product development and experimentation at scale Ability to work across existing systems and synthesize them into a coherent product strategy rather than defaulting to net-new builds Strong written and verbal communication, with the ability to drive alignment across a broad set of stakeholders An ownership mindset. You do what it takes to solve problems and ship. Preferred qualifications Experience with growth problems (acquisition, activation, onboarding) in B2B or B2B2C environments Hands-on familiarity with LLMs, conversational AI, or agentic architectures. You have shipped products on top of these technologies, not just evaluated them. Experience building across channels (chat, email, voice) with an understanding of the tradeoffs between modalities Background in scaling high-touch human experiences (sales, support, product specialists) through technology Comfortable in high-visibility roles with direct accountability for business outcomes

About Stripe

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Stripe is the payments and financial infrastructure layer behind a huge slice of internet commerce — processing online and in-person payments, recurring billing, tax, invoicing, payouts, business cards, fraud prevention, and embedded financial products for platforms and marketplaces. Customers run from solo founders on Stripe Atlas to half of the Fortune 100, including Amazon, Shopify, Ford, Hertz, Anthropic, and OpenAI; the company processed $1.9T in payments in 2025. Stripe is private but at scale, with an unusually broad product surface area and active expansion into AI-related infrastructure (agentic commerce, crypto/stablecoins). Culturally it's known for written communication, deep onboarding, and putting people on hard, high-ownership problems quickly — Stripes often work outside their immediate domain. Teams are global with offices across multiple continents and remote enablement programs.

Financial Services & FintechDeveloper Tools & InfrastructureWritten-first

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