Technical Support Specialist

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 Asia-Pacific, our teams are united by bold goals, a bias for action, and an unwavering commitment to delivering for our customers.

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

This role is ideal for someone who thrives on building meaningful connections and helping customers solve problems through a high-quality, hands-on support experience. Based in Hawaii, you’ll work closely with our local clients to provide timely, effective technical support, ensuring they can confidently use our platform day in and day out.

As a front-line member of our support team, you’ll deliver a white-glove experience from the moment an issue arises through to resolution. You’ll partner cross-functionally with Sales, Onboarding, and Account Management to ensure customer needs are understood and addressed quickly and thoughtfully. Whether responding to inquiries, troubleshooting issues, or providing on-the-ground assistance, you’ll play a critical role in building trust and keeping our customers running smoothly.

We’re looking for a proactive, detail-oriented problem solver who takes initiative and ownership. You’re a strong communicator, a natural helper, and someone who enjoys digging into technical challenges while keeping the customer experience front and center.

What you will do 

• Serve as the first point of contact for customer inquiries, delivering timely, thoughtful, and high-quality responses.
• Troubleshoot and resolve technical issues within the software, finding new and innovative solutions and guiding customers step-by-step 
• Provide virtual and on-the-ground, in-person support for Hawaii-based clients when needed
• Collaborate with other teams to ensure customer inquiries are addressed holistically and proactively.
• Escalate complex software issues to Engineering teams, clearly contextualizing and documenting technical situations
• Document and maintain accurate records of customer interactions, issues, and resolutions to contribute to help resources and continual team growth
• Share insights into trends around client performance & questions, helping to improve product performance and customer experience.
• Contribute to help center content and internal documentation to empower customers and streamline support.

What we are looking for

• 1–3+ years of experience in a customer support and/or technical support role
• A strong customer-first mindset with a passion for delivering responsive, high-quality, white-glove support experiences.
• Clear and confident communication skills, with the ability to explain technical concepts in an approachable way.
• A proactive, go-getter attitude with strong ownership and growth mindset—someone who takes initiative to troubleshoot, follow through, and see issues through to resolution.
• Solid problem-solving skills and comfort navigating technical systems, with the ability to quickly learn new tools and platforms.
• Based in Hawaii (or willing to relocate), with the ability to provide on-the-ground support and in-person assistance to local clients.

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.

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