Senior Product Manager – AI-native

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🕒 June 24

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Hopper

WebsiteLinkedInAll Job Openings

201 - 500 employees

🏨 Hospitality

📦 Logistics

✈️ Travel

💰 $96M Venture Round on 2022-11

Hospitality • Logistics • Travel

Hopper is a travel booking platform that offers a one-stop solution for planning trips, including flights, hotels, rental cars, and homes. The platform features advanced options such as price prediction, disruption assistance, and the Price Freeze™ feature, allowing travelers to secure deals and manage changes conveniently. Hopper is known for its mobile app availability on iOS and Android, providing a streamlined experience for its users. It serves millions of travelers worldwide, offering VIP support and various affiliate programs for partners.

📋 Description

• Lead end-to-end strategy for pricing intelligence and supplier performance. • Design pricing systems using predictive modeling, elasticity signals, and real-time anomaly detection. • Transform transactional data into automated performance signals and pricing diagnostics. • Establish and maintain the single source of truth for revenue, margins, commission rates, transactions, and cancellations. • Design model evaluation, monitoring, and feedback frameworks, including drift detection. • Implement large-scale proactive systems to detect financial inconsistencies. • Collaborate with engineering, data science, finance, and commercial teams to deliver production-grade infrastructure integrated with models.

🎯 Requirements

• 5+ years of product management experience, including ownership of AI-native products and model-driven systems in production. • Hands‑on experience: Ability to write prompts, design evaluation tests, or prototype with LLMs/foundation models in your workflow (not just manage others). • AI lifecycle management: Proficiency in problem definition, signal design, evaluation metrics (e.g., precision/recall trade-offs), monitoring frameworks, and retraining strategies. • Large-scale systems: Experience deploying predictive systems, anomaly-detection platforms, or automated decisioning infrastructure. • Technical skills: Strong SQL skills and experience with massive transactional datasets. • Domain expertise: Experience with pricing systems, financial reporting platforms, or reconciliation frameworks. • Communication: Exceptional ability to explain complex concepts across technical, finance, and commercial stakeholders.

🏖️ Benefits

• Growth and equity: A well-capitalized startup with global ambitions. Competitive salary and equity-related benefits (pre-IPO stock option opportunities). • Health & coverage: Hopper covers 100% of premiums for the group insurance plan (including life insurance and short- and long-term disability). • Health Spending Account (HSA): Covers eligible medical and dental expenses. • Telemedicine: Unlimited access to Dialogue for you and your dependents, anywhere and anytime. • Retirement savings: Access to an RRSP plan with automatic pre-tax payroll contributions each pay period. • Family: An ultra-generous parental leave policy, well above industry norms. Let’s talk about it! • Total flexibility: Unlimited paid time off (PTO). • Travel: Travel allowance in “Carrot Cash.” • Workspace: On-demand access to coworking spaces via FlexDesk AND a remote work allowance. • Entrepreneurial culture: An environment where pushing boundaries and taking risks is part of the day-to-day. • Accessibility to leadership: Open communication with company management and leadership. • Impact: Small, fast-moving teams for massive impact.