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

Hopper Inc.

Job Overview

Location

Washington D.C. - Remote

Job Type

Full-time

Full Job Description

📋 Description

• As a Principal Product Manager for AI Travel at Hopper Inc., you will own the intelligence and reconciliation backbone of HTS across Flights, Hotels, Cars, and Ancillaries, defining pricing intelligence, supplier performance reporting, and financial truth across millions of travel transactions.
• Your day-to-day will involve owning the end-to-end strategy and roadmap for pricing and supplier performance intelligence, architecting reference pricing systems using predictive modeling and real-time anomaly detection, building supplier intelligence layers from transactional data, establishing the canonical source of truth for revenue and financial metrics, implementing automated reconciliation and anomaly detection systems, and driving cross-functional execution with Engineering, Data Science, Finance, Commercial, and Supply teams.
• You will join Hopper’s B2B division, HTS (Hopper Technology Solutions), which powers travel fintech and commerce platforms for global partners like Capital One, Air Canada, and Nubank, integrating Hopper’s proprietary AI-driven solutions into their direct channels to enhance transparency, flexibility, and savings.
• In this role, you will deepen your expertise in AI-native product management, model lifecycle governance, marketplace economics, and financial systems, while delivering measurable impact on partner economics, supplier transparency, and HTS’s global commerce platform at the forefront of travel innovation.

🎯 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 PM workflow
• 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, 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

🏖️ 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
• Very generous parental leave, much above industry standards
• 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
• Entrepreneurial culture where pushing limits and taking risks is everyday business
• Open communication with management and company leadership
• Small, dynamic teams = massive impact

Skills & Technologies

Product Management

Senior

Remote

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Hopper Inc.

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About Hopper Inc.

Hopper is a travel technology company that uses predictive analytics and machine learning to forecast flight and hotel prices, allowing consumers to book travel at optimal times. Founded in 2007 and headquartered in Montréal, Canada, it operates mobile-first booking platforms and provides fintech products like price freeze, cancel-for-any-reason, and rebooking guarantees to reduce travel risk.

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