Senior Product Manager, Commerce AI & Platform

Senior Product Manager, Commerce AI & Platform

Hopper Technology Solutions is seeking an entrepreneurial and highly technical Senior Product Manager to lead our AI & Commerce Foundations Team. In this greenfield role, you will be instrumental in defining the AI strategy for Hopper's B2B e-commerce platform. Your responsibilities will span the core platform, including authentication, APIs, and partner tools, alongside determining how Large Language Models (LLMs) can generate significant value for our partners.

As the Commerce Foundations PM, you will operate at the intersection of platform architecture, AI model integration, and external partner value. This position bridges our extensive travel data, advanced AI models, and partner-facing products. We are looking for a 'smart creative' who can engage in in-depth technical discussions with engineers while consistently focusing on solving partner problems.

You are a strong communicator, adept at shipping products quickly. You leverage data and competitive analysis to identify opportunities where AI can uniquely differentiate our platform.

This represents a unique opportunity to build AI products from the ground up within a high-growth, pre-IPO company, where your strategic decisions will directly impact millions of users.

What Would Your Day-to-day Look Like

• Platform Architecture: Own critical architecture decisions for authentication, APIs, loyalty, and payment systems.
• Drive Partner Success: Ship features designed to significantly reduce partner integration time, moving from weeks to mere days.
• Dual-Impact Strategy: Develop products with two key audiences in mind: internal teams (Flights, Cars, Checkout) and external B2B partners, constantly prioritizing between their needs.
• Technical Leadership: Collaborate closely with senior engineers to translate AI/ML capabilities into a prioritized and actionable roadmap.
• Zero-to-One Execution: Take full ownership of the product lifecycle, from identifying new opportunities and defining Minimum Viable Products (MVPs) to shipping and iterating.
• Collaborate Cross-Functionally: Coordinate efforts across engineering, data science, and partner success teams to deliver AI features that effectively address partner requirements.

You Are a Perfect Fit If You

• Have designed APIs and SDKs, understanding the principles of easy adoption and robustness.
• Challenge technical assumptions, prioritizing rapid shipping over achieving perfect architecture.
• Think in systems, comprehending the intricate connections between authentication, APIs, and payment processes.
• Have successfully built and launched at least one product from scratch, ideally within the B2B or platform domain.
• Possess 5+ years of experience in product management, with a minimum of 2 years specifically in B2B or platform products.
• Are proficient with SQL, A/B testing, and skilled in using data to inform product decisions.
• Have a track record of shipping products even in environments with limited budgets, design resources, or clear direction.
• Understand when to employ Retrieval Augmented Generation (RAG) versus fine-tuning, and can articulate LLM limitations (e.g., hallucinations, latency, cost).
• Have experience working with AI APIs (e.g., OpenAI, Anthropic) or implementing AI features.
• Engage regularly with customers, utilizing their feedback to drive prioritization.
• Excel at writing clear documentation, presenting to executives, and facilitating cross-team decisions.
• Prioritize ruthlessly and are capable of making effective decisions with incomplete information.
• Maintain effectiveness and focus even when priorities shift unexpectedly.

More about Hopper

Hopper is a well-funded, proven startup with ambitious goals, offering competitive salaries and the upsides of pre-IPO equity packages. We cover 100% of premiums for our group insurance plan, including life, short-term, and long-term disability coverage. Employees have access to an HSA for eligible medical and dental expenses, Dialogue’s telemedicine services, and an RRSP plan with automatic pre-tax withdrawals. We also offer very generous parental leave, unlimited PTO, Carrot Cash travel stipends, access to co-working spaces via FlexDesk, and a work-from-home stipend. Our culture is entrepreneurial, encouraging innovation, risk-taking, and open communication with leadership. Small, dynamic teams ensure massive impact.

Hopper is on a mission to become the global leading travel platform, powering its mobile app, website, and B2B arm, HTS (Hopper Technology Solutions). By leveraging vast data and advanced machine learning, Hopper combines a world-class travel agency with proprietary fintech products to offer transparency, flexibility, and savings to travelers worldwide. Our unique fintech solutions address pricing volatility and trip disruptions, helping millions travel better and save more.

The Hopper platform serves hundreds of millions globally, with over 120 million app downloads, appealing particularly to Gen Z and millennials (70% of users). Beyond our consumer app, Hopper has evolved into a travel fintech provider, commerce platform, and global travel agency powering major brands.

Through HTS, our B2B division, we supercharge partners' direct channels by integrating our fintech products or powering end-to-end travel portals. Partners include Capital One, Nubank, and Air Canada. HTS represents over 75% of our business, driving billions in travel and fintech sales annually. Our fintech products, like Cancel for Any Reason, boast exceptional CSAT due to clear terms and instant resolutions. Almost 30% of app customers purchase fintech, and these customers are 1.6x more likely to repurchase. Hopper has been named the #1 most innovative travel company by Fast Company, is the #3 largest online travel agency in North America, and has raised over $750 million USD from top investors. HTS is poised for continued growth in the trillion-dollar online shopping category.

Key skills/competency

• Product Management
• AI Strategy
• Platform Architecture
• API Design
• B2B Product Development
• Large Language Models (LLMs)
• Data-driven Decision Making
• SQL & A/B Testing
• Cross-functional Collaboration
• Zero-to-One Product Launch