Senior Product Manager, Commerce - AI & Platform (100% Remote - East Coast <> Canada)
RemoteSeniorNAInsurancePaymentsArtificial IntelligenceSenior Product ManagerTeam LeadershipB2BSQLDocumentation
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Responsibilities
- Platform Architecture: Own architecture decisions for authentication, APIs, loyalty, and payment systems.
- Drive Partner Success: Ship features that reduce partner integration time from weeks to days.
- Dual-Impact Strategy: Build for two audiences: internal teams (Flights, Cars, Checkout) and external B2B partners. You'll constantly prioritize between them.
- Technical Leadership: Work with senior engineers to turn AI/ML capabilities into a prioritized roadmap.
- Zero-to-One Execution: Own the full lifecycle: identify opportunities, define MVPs, ship, and iterate.
- Collaborate Cross-Functionally: Coordinate engineers, data scientists, and partner success to ship AI features that solve partner needs.
- You are a perfect fit if you:
- 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.
- Perks and benefits of working with us:
- Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages.
- 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.
Benefits
- Sr Product Manager -L5 - CanadaThe yearly total compensation for this position ranges from 200 000$ to 300 000$ CAD. Base salary will be determined by candidates' relevant qualifications, knowledge, skills and work experience. Total compensation will include a solid base salary and will also include equity (options), potentially a sign-on bonus and other potential incentives as per the "perks and benefits" section. CA$200K – CA$300K • Offers Equity
- Compensation will be determined by candidates' relevant qualifications, knowledge, skills and work experience. Total compensation will include a solid base salary and will also include equity (options), sign-on bonus and other potential incentives.
- Please Note: we have set up limits for applications for this role. It is in the Application limit group. The following limits apply to applications for all jobs within this group:
- Application limit
- Candidates may not apply more than 2 times in any 90 day span for any job in the Application limit Group.
- Application limit
- Candidates may not re-apply to the same role within 90 days if not presented with an offer
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- Yes, I have at least 5 years of experience in B2B or B2B2C Product Management
- I have Product Management experience but less than 5 years / not yet at a senior level
- I unfortunately don't have any product management experience
- I've designed and shipped APIs, SDKs, or developer tools for external partners or developers
- I've worked on internal APIs or tools, but not for external partners/developers
- I''ve built B2C consumer products but not platform/API products
- I have no experience with platform, API, or developer-facing products
- Yes, I've led at least one product from initial concept to launch as the PM
- No, I've primarily worked on features for existing mature products
- I've contributed to 0-to-1 products but wasn't the primary PM
- I'm transitioning into product management and haven't led a product launch yet
- I've shipped AI/ML features to production, working with engineers on model integration, RAG, or LLM implementation
- I've explored AI/ML concepts but haven't shipped AI-powered features to production
- I have theoretical knowledge of AI/ML but no product experience
- I don't have experience with AI/ML products
- I am planning to be located in EST or GMT/GMT+1 timezones.
- I unfortunately am planning to live outside of said timezones.
- Yes, I am legally eligible to work and won't require any VISA sponsorship
- Yes, but I would need VISA/ sponsorship support
- No, I am unfortunately not eligible to work in select location
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