About this role.
Hopper is seeking a principal-level, AI-native Product Manager to lead pricing intelligence, supplier-performance reporting, and financial reconciliation systems for its travel commerce platform. The role owns the strategy, roadmap, and operational integrity of model-driven infrastructure spanning flights, hotels, cars, and ancillary products. It requires hands-on technical product leadership across predictive modeling, LLM workflows, SQL-based analysis, evaluation frameworks, model monitoring, and drift management. The PM will work closely with Engineering, Data Science, Finance, Commercial, and Supply teams to create trusted real-time financial and pricing intelligence. This is a remote Ireland independent-contractor engagement requiring self-employment or PSC compliance.
Role DNA
A quick view of the complexity, pace, ownership and collaboration implied by the job description.
Job Complexity
5/5Pace & Pressure
5/5Autonomy Level
5/5Communication Load
5/5Salary analysis
Estimated compensation compared with the broader US market for similar roles.
Core skills
Skills and capabilities most closely associated with this opportunity.
Sample interview questions
I began by defining the commercial decision the model needed to improve and establishing a baseline against existing pricing logic. I partnered with data scientists to select signals and offline metrics, then used controlled rollout metrics such as conversion, margin, forecast error, and guardrail violations to validate impact. After launch, I implemented dashboards and alerting for drift, data quality, and business outcomes.
I would first align Finance, Data, and partner teams on metric definitions, timing rules, currency treatment, and ownership. I would map source-system lineage, create reconciliation controls between operational and financial records, and publish governed datasets with versioned definitions. The product should expose exception workflows so discrepancies are traceable, assignable, and resolved with an auditable history.
I would define the anomalies that matter operationally, such as rate degradation, cancellation spikes, booking failures, or settlement variances, and label historical examples where possible. Evaluation would balance precision and recall by severity tier, incorporate detection latency and analyst workload, and measure downstream resolution value. I would also monitor feature freshness, alert-volume shifts, false-positive feedback, and performance by supplier segment.
I use LLMs to accelerate structured research, generate and test taxonomy or workflow hypotheses, and prototype internal experiences, while keeping validation grounded in source data and human review. I define prompts as product artifacts, build evaluation sets for expected and unsafe outputs, and track quality, consistency, latency, and cost. For production use cases, I establish clear fallback behavior, observability, and feedback loops before scaling.
I would make the disagreement concrete by reviewing the metric contract, data lineage, event timing, and a sample of discrepant transactions. Rather than debating ownership abstractly, I would create a shared root-cause taxonomy and prioritize remediation by financial risk and recurrence. I would then document the decision, assign accountable owners, and add automated controls to prevent the same class of discrepancy from recurring.
About the Role
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.
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.
What would your day-to-day look like:
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.
Drive cross-functional execution across Engineering, Data Science, Finance, Commercial, and Supply to deliver production-grade, model-integrated infrastructure.
An ideal candidate has:
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.
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 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 (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.
Experience owning pricing systems, financial reporting platforms or marketplace intelligence tools.
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 and commercial stakeholders.
Bonus:
Prior experience in Data Science, Engineering, or a highly technical role.
Background in travel commerce, fintech, ads, or other transaction-heavy marketplace environments.
Perks and benefits of working with us:
Well-funded and proven startup with large ambitions, competitive salary and the upsides of pre-IPO equity packages.
Carrot Cash travel stipend
Flexdesk All Access Pass & 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
Engagement Status: Independent Contractor
Note on Contractual Status: This position is offered as an Independent Contractor engagement (Contract for Services) and does not constitute an offer of direct employment. The successful candidate will operate as a self-employed individual or through a Personal Service Company (PSC). You will be responsible for your own tax, PRSI, and VAT compliance in accordance with Irish Revenue Commissioners regulations. Engagement is contingent upon providing proof of valid business registration and appropriate professional indemnity insurance.
More about Hopper
At Hopper, we are on a mission to become the leading travel platform globally – powering Hopper’s mobile app, website and our B2B business, HTS (Hopper Technology Solutions). By leveraging massive amounts of data and advanced machine learning algorithms, Hopper combines its world-class travel agency offering with proprietary fintech products to bring transparency, flexibility and savings to travelers globally. We have developed several unique fintech solutions that address everything from pricing volatility to trip disruptions – helping people travel better and save more on their trips.
The Hopper platform serves hundreds of millions of travelers globally and continues to capture market share around the world. he Hopper app has been downloaded over 120 million times and has become largely popular among younger travelers – with 70% of its users being Gen Z and millennials.
While everyone knows us as the Gen Z and Millennial travel app, Hopper has evolved to become much more than that. In recent years, we’ve grown into a travel fintech provider, commerce platform, and global travel agency that powers some of the world’s largest brands.
Through HTS, our B2B division, the company supercharges its partners’ direct channels by integrating our fintech products on their sites or powering end-to-end travel portals. Today, our partners include leading travel brands like Capital One, Nubank, Air Canada, and many more.
Here are just a few stats that demonstrate the company’s recent growth:
Billions of dollars worth of travel and travel fintech are sold through Hopper and HTS’ channels every year.
Our fintech products – including Cancel for Any Reason and Flight Disruption Assistance – have exceptionally strong CSAT because the terms are always clear, and customers receive instant, no-questions-asked resolutions.
Almost 30% of our app customers purchase at least one fintech product when making a booking; and consumers are 1.6x more likely to repurchase if they add fintech to their booking vs if they booked just travel.
Given the success of its fintech products, Hopper launched a B2B initiative, HTS (Hopper Technology Solutions), which represents more than 75% of the business.
Through HTS, any travel provider (airlines, hotels, banks, travel agencies, etc.) can integrate and seamlessly distribute Hopper’s fintech or travel inventory on their direct channels. As its first HTS partnership, the company partnered with Capital One to co-develop Capital One Travel, a new travel portal designed specifically for cardholders. Other HTS partners include Air Canada, Uber, CommBank, Nubank, Flair Airlines and many more.
Hopper has been named the #1 most innovative company in travel by Fast Company Hopper has been downloaded over 120 million times and continues to have millions of new installs each month. Hopper is now the #3 largest online travel agencies in North America and 70% of our app customers are Gen-Z and millennials travelers.
Hopper has raised over $750 million USD of private capital and is backed by some of the largest institutional investors and banks in the world. HTS is primed to continue its growth as the leading travel ecommerce provider in a $1 trillion online shopping category. The Hopper app and website will also continue to be the preferred travel provider for Gen Z and Millennials..
Come take off with us!
This role utilizes automated decision-making systems to assess candidate suitability. Under local regulations, you have the right to understand the principal factors used in this assessment, request a correction of your data, or request a human review of any automated decision. To exercise these rights, please contact privacy@hopper.com.
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