Principal Product Manager (AI Travel)
Top Benefits
About the role
- This role owns the systems that define pricing intelligence, supplier performance reporting, and financial truth across millions of travel transactions
- You will design and scale model-driven infrastructure that continuously interprets transactional data, generates reference pricing, detects performance shifts, reconciles financial flows, and governs revenue integrity in real time
- This is a foundational role at the intersection of marketplace economics, machine learning, and financial systems. You will partner deeply with Data Science and Engineering to productionize predictive models, define evaluation frameworks, manage model lifecycles, and ensure intelligence systems are measurable, adaptive, and trusted
- The work you do will directly shape partner economics, supplier transparency, and HTS’s global commerce platform
- 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
Benefits
- Competitive salary: We compete with top-tier tech companies for world-class talent, and we win much more frequently than we lose
- Unlimited time off: We’re a travel company. We actually mean it. Unlimited time off and an annual winter shut-down, we work hard, but we know how important it is to relax
- App Perks: Unlimited free VIP Support with every purchase on Hopper and an annual $200 USD Carrot Cash voucher to kick start your travel fund.
- Fully-remote workplace: Hopper made the decision early on in 2020 to fully embrace remote work. Since then, we have ditched our full-time offices and hired hundreds of people across every US state, Canadian province and dozens of countries around the world. We’re never going back to the old way of working.
- Coworking spaces on demand: For those who do value having a workspace out of the home, we offer optional access to coworking spaces. In some cities - Boston, London, Montreal, Paris and Toronto - we even have dedicated coworking spaces just for Hopper.
- Pre-IPO equity: Hopper gives employees the choice between stock options and restricted stock units as part of their total compensation package. When choosing stock options, employees don’t have to worry about short exercise periods if they later choose to move on. Instead we offer up to four years to exercise options after employment, depending on length of tenure.
- Evergreen equity program: We want to retain our highly valued employees. So when an employee is more than 50% of the way to vesting all of their options or RSUs, we refresh their grant. It’s as simple as that.
- Healthcare coverage: 100% healthcare cost coverage in the United States and Canada for our employees, with competitive offerings in other countries.
- Parental leave: We encourage our team members to take the time they need to transition to parenthood. In the United States and Canada, we offer top-up payments to 100% of salary for 12-18 week for primary parents and 6-10 weeks for secondary parents. In other countries, we complement national policies on parental leave with similar top-up components.
- Work from Anywhere: Our culture says to “work from anywhere,” and we mean it. Our legal team has created a program to provide visa sponsorship and immigration assistance to both new employees and existing employees who (voluntarily) wish to relocate to any of the countries we can support (eleven and counting).
- Internal career mobility program: We put a lot of effort into recruiting the best people. We also want to retain the best people. To facilitate internal career development, we created a program that lets any employee in good standing who has worked at Hopper for at least 6-12 months apply to any job opening at the company to be considered for both promotions and lateral transfers.
- A culture of performance: Adequate performance at Hopper receives a generous severance package. Inspired by Netflix, we employ the “keeper test” at scheduled intervals to ask leaders to re-assess their team members’ competencies, contributions and answer the simple question: “would you hire this person again?”. The upside of this is that we have built a dream team of top performers who also make great teammates.
- Light internal meeting culture: Not only do we not like meetings; we actively discourage them. We ask that no one starts their week with more than 25% of their calendar booked internally and have created a guide full of tips to help people avoid meeting overload.
- Severance program: Sometimes things don’t work out. Hopper offers a market-leading severance program that grants every ex-employee some severance - up to 7 months depending on length of tenure - to help mitigate the financial impact of the unexpected.- We are seeking an exceptional, AI-native Senior+ Product Manager to build and lead the intelligence and reconciliation backbone of HTS across Flights, Hotels, Cars, and Ancillaries
- Experience shipping predictive systems, anomaly detection platforms, automated decisioning infrastructure, or model-driven pricing systems at scale
- 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
- Track record of delivering complex, cross-functional systems with measurable business impact
- Experience owning pricing systems, financial reporting platforms, marketplace intelligence tools, or reconciliation frameworks
- Exceptional communicator able to operate effectively across technical, financial, and commercial stakeholders
- 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
- 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 with SQL and large-scale transactional datasets
- Deep understanding of marketplace economics, revenue mechanics, and pricing strategy
- Prior experience in Data Science, Engineering, or a highly technical role
- Background in travel commerce, fintech, ads, or other transaction-heavy marketplace environments
Not the right fit? Search for Product Manager jobs in Toronto, Ontario, Canada {{REMOTE}}
About Hopper
Hopper is a global travel platform that powers Hopper’s mobile app, as well as partners' direct channels via HTS (Hopper Technology Solutions).
Hopper combines a best-in-class travel agency, industry-leading e-commerce, and proprietary financial services to help users travel better — and partners earn more. To do this, the company developed several unique fintech ancillaries that address everything from pricing volatility to avoiding trip disruptions. Through HTS, Hopper’s B2B business, the company supercharges its partners’ direct channels with its full suite of offerings.
Hopper sells billions worth of travel and travel fintech every year. The Hopper app has over 120 million downloads, and 70% of users are Gen-Z and Millennials travelers. HTS powers many of the world’s leading brands with travel fintech ancillaries, partner-branded travel portals, and industry-leading e-commerce. Hopper’s proprietary fintech ancillaries include Price Freeze, Cancel for Any Reason, and Premium Disruption Assistance.
To find out more about the Hopper app, visit Hopper.com; for more on HTS, visit hts.hopper.com.
Similar Jobs
Principal Product Manager (AI Travel)
Top Benefits
About the role
- This role owns the systems that define pricing intelligence, supplier performance reporting, and financial truth across millions of travel transactions
- You will design and scale model-driven infrastructure that continuously interprets transactional data, generates reference pricing, detects performance shifts, reconciles financial flows, and governs revenue integrity in real time
- This is a foundational role at the intersection of marketplace economics, machine learning, and financial systems. You will partner deeply with Data Science and Engineering to productionize predictive models, define evaluation frameworks, manage model lifecycles, and ensure intelligence systems are measurable, adaptive, and trusted
- The work you do will directly shape partner economics, supplier transparency, and HTS’s global commerce platform
- 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
Benefits
- Competitive salary: We compete with top-tier tech companies for world-class talent, and we win much more frequently than we lose
- Unlimited time off: We’re a travel company. We actually mean it. Unlimited time off and an annual winter shut-down, we work hard, but we know how important it is to relax
- App Perks: Unlimited free VIP Support with every purchase on Hopper and an annual $200 USD Carrot Cash voucher to kick start your travel fund.
- Fully-remote workplace: Hopper made the decision early on in 2020 to fully embrace remote work. Since then, we have ditched our full-time offices and hired hundreds of people across every US state, Canadian province and dozens of countries around the world. We’re never going back to the old way of working.
- Coworking spaces on demand: For those who do value having a workspace out of the home, we offer optional access to coworking spaces. In some cities - Boston, London, Montreal, Paris and Toronto - we even have dedicated coworking spaces just for Hopper.
- Pre-IPO equity: Hopper gives employees the choice between stock options and restricted stock units as part of their total compensation package. When choosing stock options, employees don’t have to worry about short exercise periods if they later choose to move on. Instead we offer up to four years to exercise options after employment, depending on length of tenure.
- Evergreen equity program: We want to retain our highly valued employees. So when an employee is more than 50% of the way to vesting all of their options or RSUs, we refresh their grant. It’s as simple as that.
- Healthcare coverage: 100% healthcare cost coverage in the United States and Canada for our employees, with competitive offerings in other countries.
- Parental leave: We encourage our team members to take the time they need to transition to parenthood. In the United States and Canada, we offer top-up payments to 100% of salary for 12-18 week for primary parents and 6-10 weeks for secondary parents. In other countries, we complement national policies on parental leave with similar top-up components.
- Work from Anywhere: Our culture says to “work from anywhere,” and we mean it. Our legal team has created a program to provide visa sponsorship and immigration assistance to both new employees and existing employees who (voluntarily) wish to relocate to any of the countries we can support (eleven and counting).
- Internal career mobility program: We put a lot of effort into recruiting the best people. We also want to retain the best people. To facilitate internal career development, we created a program that lets any employee in good standing who has worked at Hopper for at least 6-12 months apply to any job opening at the company to be considered for both promotions and lateral transfers.
- A culture of performance: Adequate performance at Hopper receives a generous severance package. Inspired by Netflix, we employ the “keeper test” at scheduled intervals to ask leaders to re-assess their team members’ competencies, contributions and answer the simple question: “would you hire this person again?”. The upside of this is that we have built a dream team of top performers who also make great teammates.
- Light internal meeting culture: Not only do we not like meetings; we actively discourage them. We ask that no one starts their week with more than 25% of their calendar booked internally and have created a guide full of tips to help people avoid meeting overload.
- Severance program: Sometimes things don’t work out. Hopper offers a market-leading severance program that grants every ex-employee some severance - up to 7 months depending on length of tenure - to help mitigate the financial impact of the unexpected.- We are seeking an exceptional, AI-native Senior+ Product Manager to build and lead the intelligence and reconciliation backbone of HTS across Flights, Hotels, Cars, and Ancillaries
- Experience shipping predictive systems, anomaly detection platforms, automated decisioning infrastructure, or model-driven pricing systems at scale
- 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
- Track record of delivering complex, cross-functional systems with measurable business impact
- Experience owning pricing systems, financial reporting platforms, marketplace intelligence tools, or reconciliation frameworks
- Exceptional communicator able to operate effectively across technical, financial, and commercial stakeholders
- 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
- 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 with SQL and large-scale transactional datasets
- Deep understanding of marketplace economics, revenue mechanics, and pricing strategy
- Prior experience in Data Science, Engineering, or a highly technical role
- Background in travel commerce, fintech, ads, or other transaction-heavy marketplace environments
Not the right fit? Search for Product Manager jobs in Toronto, Ontario, Canada {{REMOTE}}
About Hopper
Hopper is a global travel platform that powers Hopper’s mobile app, as well as partners' direct channels via HTS (Hopper Technology Solutions).
Hopper combines a best-in-class travel agency, industry-leading e-commerce, and proprietary financial services to help users travel better — and partners earn more. To do this, the company developed several unique fintech ancillaries that address everything from pricing volatility to avoiding trip disruptions. Through HTS, Hopper’s B2B business, the company supercharges its partners’ direct channels with its full suite of offerings.
Hopper sells billions worth of travel and travel fintech every year. The Hopper app has over 120 million downloads, and 70% of users are Gen-Z and Millennials travelers. HTS powers many of the world’s leading brands with travel fintech ancillaries, partner-branded travel portals, and industry-leading e-commerce. Hopper’s proprietary fintech ancillaries include Price Freeze, Cancel for Any Reason, and Premium Disruption Assistance.
To find out more about the Hopper app, visit Hopper.com; for more on HTS, visit hts.hopper.com.