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

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Hopper is on a mission to become the leading travel platform globally, and they are seeking a Principal Product Manager to build and lead the intelligence and reconciliation backbone of their travel services. This role involves designing and scaling model-driven infrastructure to interpret transactional data and govern revenue integrity, partnering with Data Science and Engineering teams to productionize predictive models and ensure system reliability.

Responsibilities

  • Own the end-to-end strategy and roadmap for pricing intelligence, supplier performance intelligence, and financial reconciliation across all travel verticals
  • Architect and evolve reference pricing systems leveraging predictive modeling, elasticity signals, competitive benchmarking, and real-time anomaly detection
  • Build the supplier intelligence layer, transforming transactional data into automated performance signals, demand insights, and pricing diagnostics
  • Establish and govern the canonical source of truth for revenue, margin, take rate, transactions, and cancellations across systems and partners
  • Design model evaluation, monitoring, and feedback frameworks, including drift detection and continuous improvement mechanisms
  • Implement automated reconciliation and anomaly detection systems to proactively surface financial inconsistencies at scale
  • Drive cross-functional execution across Engineering, Data Science, Finance, Commercial, and Supply to deliver production-grade, model-integrated infrastructure

Skills

  • 5+ 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 feature
  • Hands-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 datasets
  • Demonstrated 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 strategies
  • Experience shipping predictive systems, anomaly detection platforms, automated decisioning infrastructure, or model-driven pricing systems at scale
  • Experience owning pricing systems, financial reporting platforms, marketplace intelligence tools, or reconciliation frameworks
  • Deep understanding of marketplace economics, revenue mechanics, and pricing strategy
  • Track record of delivering complex, cross-functional systems with measurable business impact
  • Exceptional communicator able to operate effectively across technical, financial, and commercial stakeholders
  • Prior experience in Data Science, Engineering, or a highly technical role
  • Background in travel commerce, fintech, ads, or other transaction-heavy marketplace environments

Benefits

  • Well-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 Overview

  • Hopper 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 Sponsorship

  • Hopper 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.
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