Requirements
- 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)
- 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.
- 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.
Nice to Have
- Prior experience in Data Science, Engineering, or a highly technical role.
- Background in travel commerce, fintech, ads, or other transaction-heavy marketplace environments.
Work Arrangement
Remote (Worldwide)
Additional Information
- Well-funded and proven startup with large ambitions, competitive salary and upsides of pre-IPO equity packages.
- Hopper covers 100% of the premiums for group insurance plan.
- Hopper offers life, short term and long term disability coverage.
- HSA that covers eligible medical and dental expenses.
- All employees and dependents have access to Dialogue’s telemedicine services, anytime, anywhere.
- All employees have access to an RRSP plan with automatic pre-tax withdrawals per pay.
- Unlimited PTO.
- Carrot Cash travel stipend.
- Access to co-working space on demand through FlexDesk AND 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.
