Principal Product Manager – AI Travel

This is a fully remote position, open to applicants in Washington.

📋 Description

• Take ownership of the comprehensive strategy and roadmap for pricing intelligence, supplier performance analytics, and financial reconciliation across all travel segments.

• Design and enhance reference pricing systems utilizing predictive modeling, elasticity indicators, competitive benchmarking, and real-time anomaly detection.

• Create the supplier intelligence framework that converts transactional data into automated performance signals, demand insights, and pricing diagnostics.

• Establish and manage the canonical source of truth for revenue, margin, take rate, transactions, and cancellations across various systems and partners.

• Develop model evaluation, monitoring, and feedback frameworks, including drift detection and mechanisms for continuous improvement.

• Implement automated reconciliation and anomaly detection systems to proactively identify financial discrepancies at scale.

• Lead cross-functional collaboration across Engineering, Data Science, Finance, Commercial, and Supply teams to deliver production-grade, model-integrated infrastructure.

⛳️ Requirements

• Over 5 years of Product Management experience, including responsibility for AI-native products and model-driven systems in a production environment.

• Practical experience in writing prompts, designing evaluation harnesses, or prototyping with LLMs/foundation models as part of their PM workflow (not merely supervising others).

• Strong ability to work independently with SQL and large-scale transactional datasets.

• Proven experience functioning as an AI-native PM, with direct involvement in 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 delivering predictive systems, anomaly detection platforms, automated decision-making infrastructure, or model-driven pricing systems at scale.

• Background in managing pricing systems, financial reporting platforms, marketplace intelligence tools, or reconciliation frameworks.

• Extensive knowledge of marketplace economics, revenue mechanics, and pricing strategies.

• A track record of delivering complex, cross-functional systems that have a measurable business impact.

• Outstanding communicator capable of effectively engaging with technical, financial, and commercial stakeholders.

🏝️ Benefits

• Well-funded and established startup with ambitious goals, offering a competitive salary and the benefits of pre-IPO equity packages.

• Unlimited paid time off (PTO).

• Carrot Cash travel stipend.

• Access to co-working space on demand through FlexDesk AND a work-from-home stipend.

• Inquire about our very generous parental leave policy, which exceeds industry standards!

• An entrepreneurial culture where innovation and risk-taking are part of everyday operations.

• Open lines of communication with management and company leadership.

• Small, agile teams that create significant impact.

• 100% employer-paid Medical, Dental, and Vision coverage for employees.

• Access to Disability and Life insurance.

• Health Reimbursement Account (HRA).

• DCA/FSA and access to a 401k plan.