General Manager | ExpertFlyer

Red Ventures • San Juan, PR

4d • Hybrid

About The Position

This role requires a hybrid schedule and will be based in our Santurce office (Monday through Thursday) and work fully remotely on Fridays each week. About Red Ventures Puerto Rico: Five years ago, a group of determined young professionals ignited a movement to rebuild Puerto Rico after the devastating Hurricane Maria. Today, the FWD787 movement has evolved into Red Ventures Puerto Rico—a thriving marketing and technology company located in the vibrant heart of Santurce with over 100 employees. Our mission remains unwavering—to provide exceptional job opportunities with competitive benefits, cultivating local talent and driving economic development on the island. As we continue to expand our Puerto Rico office, our hunger for exceptional talent grows stronger. We seek experienced professionals with the drive and vision to make a lasting impact on the island. Watch this video to learn more about our company, history and culture: https://vimeo.com/892693409/5fe3ae5778?share=copy What You’ll Do: We are looking to hire a Business Leader, ExpertFlyer (Digital Subscription Website), reporting to the EVP of RVPR. This role is responsible for driving product strategy, business growth, and operational excellence for ExpertFlyer, a consumer-facing website and digital subscription property (ExpertFlyer.com) serving frequent flyers and travel enthusiasts. This role owns the performance of the digital property end-to-end (growth, conversion, retention, partnerships, and operating cadence). Shape the long-term product vision and strategic roadmap for ExpertFlyer, balancing innovation with the needs of our power user community and the performance needs of the website (traffic, conversion, retention). Make critical decisions affecting all aspects of the business including product development, growth strategy, partnerships, customer experience, and P&L management for ExpertFlyer.com as a digital property. Partner with airline carriers and GDS providers to enhance data access, negotiate agreements, and create seamless user experiences (airline/GDS experience is helpful; ramping into this domain is expected). Own full P&L responsibility including revenue growth, retention metrics, and operational efficiency. Lead a cross-functional team including product managers, engineers, growth marketers, customer support specialists, and data analysts. Drive strategic partnerships with airlines, travel loyalty programs, credit card issuers, and travel content creators to expand ExpertFlyer's value proposition. Monitor and optimize key business metrics including subscriber growth, retention rate, feature adoption, and customer satisfaction. Provide data-driven direction to improve user flows, platform functionality, and conversion optimization across web and mobile experiences with a D2C subscription lens (acquisition, onboarding, lifecycle, churn reduction). Thrive in a fast-paced, analytically driven environment while providing strategic guidance across technical and creative teams

Requirements

• Must be based in Puerto Rico (or willing to relocate)
• 7+ years of product management or general management experience in travel technology, SaaS platforms, or loyalty/rewards programs OR leading a consumer website / D2C subscription digital product.
• Proven track record leading digital product teams in subscription-based business models and owning subscriber growth and retention outcomes.
• Deep understanding of airline industry dynamics, frequent flyer programs, award inventory systems, and travel booking ecosystems (nice-to-have, not required; there is a learning curve).
• Experience with data platforms, API integrations, and technical product development.
• Strong analytical skills with ability to leverage user data, performance metrics, and industry trends to drive decision-making.
• Demonstrated success building and scaling consumer-facing digital products with complex technical requirements including growth marketing and conversion optimization.
• Excellent leadership, communication, and stakeholder management skills.
• Passion for travel, and serving sophisticated frequent flyer communities.
• Strong partnership-building and negotiation ability across ecosystems (airlines, loyalty, credit cards, travel platforms, creators).

Responsibilities

• Shape the long-term product vision and strategic roadmap for ExpertFlyer, balancing innovation with the needs of our power user community and the performance needs of the website (traffic, conversion, retention).
• Make critical decisions affecting all aspects of the business including product development, growth strategy, partnerships, customer experience, and P&L management for ExpertFlyer.com as a digital property.
• Partner with airline carriers and GDS providers to enhance data access, negotiate agreements, and create seamless user experiences (airline/GDS experience is helpful; ramping into this domain is expected).
• Own full P&L responsibility including revenue growth, retention metrics, and operational efficiency.
• Lead a cross-functional team including product managers, engineers, growth marketers, customer support specialists, and data analysts.
• Drive strategic partnerships with airlines, travel loyalty programs, credit card issuers, and travel content creators to expand ExpertFlyer's value proposition.
• Monitor and optimize key business metrics including subscriber growth, retention rate, feature adoption, and customer satisfaction.
• Provide data-driven direction to improve user flows, platform functionality, and conversion optimization across web and mobile experiences with a D2C subscription lens (acquisition, onboarding, lifecycle, churn reduction).
• Thrive in a fast-paced, analytically driven environment while providing strategic guidance across technical and creative teams

What This Job Offers

• Job Type: Full-time
• Career Level: Manager
• Education Level: No Education Listed