About the role

Senior Product Manager defining AI strategy and driving platform architecture for B2B e-commerce at Hopper. Collaborating cross-functionally to evaluate AI/ML opportunities and enhance partner integration.

Responsibilities

Own architecture decisions for authentication, APIs, loyalty, and payment systems.
Ship features that reduce partner integration time from weeks to days.
Build for two audiences: internal teams (Flights, Cars, Checkout) and external B2B partners. You'll constantly prioritize between them.
Work with senior engineers to turn AI/ML capabilities into a prioritized roadmap.
Own the full lifecycle: identify opportunities, define MVPs, ship, and iterate.
Coordinate engineers, data scientists, and partner success to ship AI features that solve partner needs.

You've designed APIs and SDKs. You know what makes APIs easy to adopt and hard to break.
You challenge technical assumptions and prioritize shipping over perfect architecture.
You think in systems, understanding how auth, APIs, and payments connect.
You've built and launched at least one product from scratch, preferably in the B2B or platform space.
You have 5+ years of experience in product management, with at least 2 years in B2B or platform products.
You're comfortable with SQL, A/B testing, and using data to make product decisions.
You've shipped products without big budgets, design teams, or clear direction.
You understand when to use RAG vs fine-tuning, and can explain LLM limitations (hallucinations, latency, cost).
You've worked with AI APIs (OpenAI, Anthropic, etc.) or implemented AI features.
You talk to customers regularly and use their feedback to prioritize.
You write clear documentation, present to executives, and facilitate decisions across teams.
You prioritize ruthlessly and make decisions with incomplete information.
You stay effective when priorities shift.

Hopper covers 100% of the premiums for group insurance plan.
Hopper offers life, short term and long term disability coverage.
HSA that covers eligible medical and dental expenses.
All employees and dependents have access to Dialogue’s telemedicine services, anytime, anywhere.
All employees have access to an RRSP plan with automatic pre-tax withdrawals per pay.
Please ask us about our very generous parental leave, much above industry standards!
Unlimited PTO.
Carrot Cash travel stipend.
Access to co-working space on demand through FlexDesk AND Work-from-home stipend.
Entrepreneurial culture where pushing limits and taking risks is everyday business.
Open communication with management and company leadership.
Small, dynamic teams = massive impact.