Vice President of Product

About Us At Rezdy, we’re builders, doers, and difference-makers—driven by a shared mission to reshape the tours, activities, and experiences industry. Alongside our sister brands, Checkfront and Regiondo, we power more than 20,000 businesses and support over $10B in bookings globally. Our technology helps operators thrive while delivering unforgettable moments to travelers around the world. We work in an industry built on adventure, energy, and human connection—and that same spirit fuels how we show up every day. Spanning North America, Europe, and APAC, our teams are united by bold goals, a bias for action, and an unwavering commitment to delivering for our customers. But our success starts with people. Our teams are the engine behind everything we create. We value self-starters who take ownership, embrace challenges, and raise the bar—for themselves and those around them. We believe in creating space to grow, take risks, and make a real impact—and we celebrate those who lead with curiosity, grit, and drive. If you’re passionate about performance, hungry to learn, and ready to help shape the future of travel—this is your kind of place. Let’s build, grow, and win together. About the Role The VP of Product owns the product strategy and execution across several SaaS product lines, covering B2B2C interfaces, pure API products, and data-driven dashboards. The role balances strategic leadership with operational excellence, leading large-scale customer migrations off of legacy implementations, driving AI integrations, and derisking regional regulatory needs across multi-cloud, global systems. This position requires deep experience in product-led growth, data visualization, and applied AI, while collaborating with design, engineering, and business stakeholders to drive measurable impact. This is a remote role open to candidates based within the US and Canada. What you will do Product Vision and Strategy: Lead the unified product strategy aligned with company goals. Help define long-term roadmaps across distinct product lines while ensuring interconnectivity and scalability.​ AI and Data Integration: Drive integration of AI/ML capabilities, data pipelines, and analytics dashboards that enhance user insights and automation.​ Platform Upgrades and Conversions: Oversee large-scale customer migrations and version upgrades, maintaining backward compatibility and business continuity.​ Cross-Functional Leadership: Partner with Design, Engineering, Sales, and Customer Success to deliver cohesive, high-impact releases and operational stability.​ Team Leadership: Mentor and scale a 10–20 person product organization, developing a culture of accountability, experimentation, and excellence.​ Regulatory and Compliance: Manage evolving compliance landscapes (GDPR, SOC2, regional booking regulations) and support risk-mitigation through design and workflow choices. Customer-Centric Approach: Use data analytics, customer feedback, and NPS insights to drive prioritization and improve retention metrics. Multi-Cloud Product Growth: Guide platform expansion and resiliency across AWS, GCP, and Azure environments, optimizing for uptime, cost, and security. Metrics and Reporting: Define and track KPIs – product adoption, churn, upgrade rate, and revenue per user – linking product value to commercial success.​ What we are looking for 10+ years in product management or related field, including 5+ in a senior leadership role. Proven experience in SaaS with multiple product lines (B2B or B2B2C) and integration-heavy ecosystems. Strong record managing dashboards, analytics, or data-intensive platforms. Demonstrated success integrating AI or ML features in commercial software. Expertise managing multi-phase migrations or enterprise client conversions. Experience working in regulated or multi-territory environments with dispersed, asynchronous teams. Deep understanding of API platform economics. Nice-to-Have Skills Experience in booking, travel, or marketplace software domains.​ Knowledge of generative AI (e.g., LLMs) applied to operations, chat, or personalization. Familiarity with NIST, PCI, or CCPA compliance frameworks. Multi-cloud product environment management (AWS, GCP, Azure). Prior experience collaborating with established design systems and strong UI flows. History of scaling teams during 2×–5× company growth phases. When you join our team, you’re stepping into a culture built on momentum, ownership, and clarity of purpose. We move decisively, think boldly, and stay deeply connected to our customers and the people behind the work. Across all our brands, we believe meaningful impact comes from empowered teams, aligned priorities, and unwavering commitment. Here’s what you can expect: High trust, real impact: You’ll have the autonomy and expectation to lead with ownership, tackle problems end-to-end, and make decisions that move the business forward in meaningful ways. Curiosity with discipline: We value asking sharp questions, challenging assumptions, and exploring smarter ways to work. We don’t just get things done, but to get them done right for our customers. One team, all in: Collaboration beats ego, wins are shared, and we rally together when the work gets tough. Space to grow: You’ll be supported and stretched, taking on challenges that build capability, sharpen judgment, and accelerate your growth as a leader and problem-solver. Progress with purpose: We move fast, stay focused on what truly matters, and prioritise long-term impact over quick fixes. You’ll be joining a global team committed to building something that truly matters—and enjoying the ride along the way. We’d be excited to have you with us. Together, let’s shape the future of the tourism industry.