This job has expired

This position was posted on March 23, 2026 and is likely no longer accepting applications. We've kept it here for historical reference. Check out the similar jobs below!

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

Hopper Inc.

Job Overview

Location

New York - 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 Hopper Technology Solutions (HTS), shaping the core systems that define pricing intelligence, supplier performance reporting, and financial truth across millions of travel transactions in Flights, Hotels, Cars, and Ancillaries. This foundational role sits at the critical intersection of marketplace economics, machine learning, and financial systems, where your work directly impacts partner economics, supplier transparency, and the integrity of HTS’s global commerce platform.
• Your day-to-day will involve owning the end-to-end strategy and roadmap for pricing intelligence, supplier performance intelligence, and financial reconciliation across all travel verticals; architecting and evolving reference pricing systems using predictive modeling, elasticity signals, competitive benchmarking, and real-time anomaly detection; building the supplier intelligence layer by transforming transactional data into automated performance signals, demand insights, and pricing diagnostics; establishing and governing the canonical source of truth for revenue, margin, take rate, transactions, and cancellations across systems and partners; designing model evaluation, monitoring, and feedback frameworks—including drift detection and continuous improvement mechanisms; implementing automated reconciliation and anomaly detection systems to proactively surface financial inconsistencies at scale; and driving cross-functional execution across Engineering, Data Science, Finance, Commercial, and Supply teams to deliver production-grade, model-integrated infrastructure.
• You will join a high-impact, entrepreneurial team at Hopper, a company that has evolved from a Gen Z-focused travel app into a global travel fintech provider and commerce platform powering some of the world’s largest brands through its B2B division, HTS. With over 120 million app downloads and 70% of users being Gen Z and millennials, Hopper processes billions of dollars in travel and fintech transactions annually, with HTS representing more than 75% of the business and serving partners like Capital One, Air Canada, Nubank, and Uber.
• In this role, you will deepen your expertise in AI-native product management, model lifecycle governance, and marketplace economics while shipping scalable predictive systems that drive measurable business impact. You will gain hands-on experience in prompt engineering, evaluation harness design, and LLM prototyping as part of your PM workflow, and collaborate closely with Data Science and Engineering to productionize models, define evaluation frameworks, and ensure intelligence systems are measurable, adaptive, and trusted—positioning you as a leader in the emerging domain of AI-powered financial and marketplace intelligence.

🎯 Requirements

• 5+ years of Product Management experience, including ownership of AI-native products and model-driven systems in production where AI is foundational to product behavior, not just an additive feature.
• Hands-on experience writing prompts, designing evaluation harnesses, or prototyping with LLMs/foundation models as part of your PM workflow (not just overseeing others doing it).
• Demonstrated experience operating as an AI-native PM with 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

• Well-funded, proven startup with large ambitions offering competitive salary and pre-IPO equity upside.
• Unlimited PTO.
• Carrot Cash travel stipend.
• Access to co-working space on demand via FlexDesk and a work-from-home stipend.
• Very generous parental leave, significantly 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 that encourages pushing limits and taking risks as everyday business.
• Open communication with management and company leadership.
• Small, dynamic teams where individual impact is massive.

Skills & Technologies

Product Management

Senior

Remote

Ready to Apply?

Apply Externally

You will be redirected to an external site to apply.

Hopper Inc.

Visit Website

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.

View Company Profile

Get more remote jobs like this

Subscribe to the weekly newsletter for similar remote roles and curated hiring updates.

Weekly remote jobs and featured talent.

No spam. Only curated remote roles and product updates. You can unsubscribe anytime.