About Stripe Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities.

About Stripe: Stripe is a financial infrastructure platform for businesses. Millions of companies—from the world’s largest enterprises to the most ambitious startups—use Stripe to accept payments, grow their revenue, and accelerate new business opportunities. The Growth team owns the Stripe product-led growth motion for self-serve customers, primarily startups and SMBs.

The team works across the full user lifecycle (signup, onboarding, activation, expansion, and retention) and sits at the intersection of product, data science, engineering, design, marketing, and AI and ML. We’re directly accountable for topline self-serve revenue. The largest Stripe 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’ll 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.

Stripe has strong building blocks in this area (product recommendations, onboarding flows, merchant context, and 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’ll 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. Define the AI specialist—what it knows, how it engages, where it draws the line, and when it hands off.

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. 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.

Scale past the first interaction into onboarding and cross-sell, leveraging existing Stripe product recommendation, merchant context, onboarding systems, and outreach platform to help users activate products, discover recent ones, and grow their usage of Stripe. Define success metrics and maintain accountability from conversion through expansion, including pipeline generated through AI-qualified leads. Partner with engineering, AI and ML, design, data science, marketing, sales, and support to execute at pace while maintaining the Stripe bar for quality and trust.

If you meet these requirements, you are encouraged to apply. The preferred qualifications are a bonus, not a requirement. 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 ~ You do what it takes to solve problems and ship.

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, and voice) with an understanding of the tradeoffs between modalities In-office expectations Office-assigned Stripes in most of our locations are currently expected to spend at least 50% of the time in a given month in their local office or with users. For example, Stripes in Stripe Delivery Center roles in Mexico City, Mexico, Bengaluru, India, and Dublin, Ireland work 100% from the office. Also, some teams have greater in-office attendance requirements, to appropriately support our users and workflows, which the hiring manager will discuss.

This approach helps strike a balance between bringing people together for in-person collaboration and learning from each other, while supporting flexibility when possible. For sales roles, the range provided is the role’s On Target Earnings ("OTE") range, meaning that the range includes both the sales commissions/sales bonuses target and annual base salary for the role. Benefits/additional compensation for this role may include: equity, company bonus or sales commissions/bonuses; retirement plans;

📌 Product Manager, Growth AI Outreach Motion (Toronto)
🏢 Stripe
📍 Toronto