Hopper

Principal Product Manager – AI Travel

Hopper

full-time

Posted on:

Location Type: Remote

Location: Canada

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Salary

💰 CA$150,000 - CA$350,000 per year

Job Level

Tech Stack

About the role

  • 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.

Requirements

  • 5+ years of Product Management experience, including ownership of AI-native products and model-driven systems in production.
  • Hands-on experience writing prompts, designing evaluation harnesses, or prototyping with LLMs/foundation models as part of their PM workflow.
  • 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.
  • Strong fluency with SQL and large-scale transactional datasets.
  • 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.
Benefits
  • 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.
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
predictive modelingelasticity signalscompetitive benchmarkinganomaly detectionmodel lifecycle managementevaluation metricsSQLautomated decisioning infrastructurepricing systemsfinancial reconciliation
Soft Skills
exceptional communicationcross-functional executionproblem framingcontinuous improvementstakeholder management