[Remote] Principal Product Manager - AI Travel (100% Remote - USA)

Note: The job is a remote job and is open to candidates in USA. Hopper is a leading travel platform on a mission to empower travelers globally through advanced machine learning and fintech solutions. They are seeking a Principal Product Manager to lead the development of pricing intelligence and reconciliation systems across various travel verticals, ensuring the integrity of financial flows and supplier performance reporting.ResponsibilitiesOwn the end-to-end strategy and roadmap for pricing intelligence, supplier performance intelligence, and financial reconciliation across all travel verticalsArchitect and evolve reference pricing systems leveraging predictive modeling, elasticity signals, competitive benchmarking, and real-time anomaly detectionBuild the supplier intelligence layer, transforming transactional data into automated performance signals, demand insights, and pricing diagnosticsEstablish and govern the canonical source of truth for revenue, margin, take rate, transactions, and cancellations across systems and partnersDesign model evaluation, monitoring, and feedback frameworks, including drift detection and continuous improvement mechanismsImplement automated reconciliation and anomaly detection systems to proactively surface financial inconsistencies at scaleDrive cross-functional execution across Engineering, Data Science, Finance, Commercial, and Supply to deliver production-grade, model-integrated infrastructureSkills5+ years of Product Management experience, including ownership of AI-native products and model-driven systems in production. You have built and scaled systems where AI is foundational to product behavior — not an additive featureHands-on experience writing prompts, designing evaluation harnesses, or prototyping with LLMs/foundation models as part of their PM workflow (not just overseeing others doing it)Strong fluency working independently with SQL and large-scale transactional datasetsDemonstrated experience operating as an AI-native PM, with hands-on ownership of model lifecycle management including problem framing, signal design, evaluation metrics (e.g., precision/recall tradeoffs, forecasting accuracy), monitoring frameworks, drift detection, and retraining strategiesExperience shipping predictive systems, anomaly detection platforms, automated decisioning infrastructure, or model-driven pricing systems at scaleExperience owning pricing systems, financial reporting platforms, marketplace intelligence tools, or reconciliation frameworksDeep understanding of marketplace economics, revenue mechanics, and pricing strategyTrack record of delivering complex, cross-functional systems with measurable business impactExceptional communicator able to operate effectively across technical, financial, and commercial stakeholdersPrior experience in Data Science, Engineering, or a highly technical roleBackground in travel commerce, fintech, ads, or other transaction-heavy marketplace environmentsBenefitsWell-funded and proven startup with large ambitions, competitive salary and the upsides of pre-IPO equity packages.Unlimited PTO.Carrot Cash travel stipend.Access to co-working space on demand through FlexDesk AND Work-from-home stipend.Please ask us about our very generous parental leave, much above industry standards!.Entrepreneurial culture where pushing limits and taking risks is everyday business.Open communication with management and company leadership.Small, dynamic teams = massive impact.100% employer paid Medical, Dental and Vision coverage for employees.Access to Disability & Life insurance.Health Reimbursement Account (HRA).DCA/ FSA and access to 401k plan.Company OverviewHopper is a travel technology platform that operates the Hopper app & website and its B2B division, HTS (Hopper Technology Solutions). It was founded in 2007, and is headquartered in Montréal, Quebec, CAN, with a workforce of 201-500 employees. Its website is http://www.hopper.com.Company H1B SponsorshipHopper has a track record of offering H1B sponsorships, with 6 in 2025, 6 in 2024, 20 in 2023, 28 in 2022, 15 in 2021, 6 in 2020. Please note that this does not guarantee sponsorship for this specific role.