Careers

Careers

Roadtrippers is a rapidly growing team, now part of Roadpass Digital. Our mission? To help more people plan and take incredible road trips.

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Roadtrippers is the world’s #1 road trip planning tool. Our content covers the coolest offbeat places to visit and is powered by our own database, which contains millions of the world’s most interesting locations. Roadtrippers streamlines discovery, planning, booking and navigation into an engaging and intuitive process. Since launching in 2012, Roadtrippers has helped users plan more than 25 million trips. Every year, more than 18 million people visit our site to get the inspiration and information they need to hit the road. We’re proud to be a part of the Roadpass Digital, creating the leading technology platform for road-based travel and outdoor tourism.

Focus on well-being

Focus on well-being

We offer benefit options to best fit the needs of our employees and their families. Benefits include medical (PPO and HDHP-HSA), dental, vision, life and disability insurance, and accident insurance. We also offer a 401k with company matching contribution, an annual travel stipend, and paid parental leave.

Live your passion

Live your passion

Roadtrippers offers unlimited vacation and an extensive holiday schedule. We are a partnership of people that are passionate about travel. Employees are trusted to get their work done while also finding time to get away and recharge. To sweeten the deal, we also offer a unique Work Detoured program that gives each employee an annual stipend to hit the road and create their own epic adventure. And as an added bonus, our employees enjoy a lifetime subscription to Roadtrippers.

Flexible workplaces

Flexible workplaces

While our headquarters are in Cincinnati and Chicago, our team lives across the globe. We partner with our team to help them achieve personal and professional alignment, helping our employees to define their own blend of work-life balance. Employees that work in Chicago or Cincinnati enjoy drinks, snacks, lunches and office happy hours. Remote employees can take advantage of a monthly stipend to ensure their personal work environment is comfortable and well-stocked with treats, too!

Collaborative and inclusive culture

Collaborative and inclusive culture

Our employees work in small, self-organized and cross-functional teams that determine the best tactics to support the vision and strategy set by leadership. We encourage and welcome all ideas, taking an agile approach to creating an amazing product. Through hands-on learning and development, the opportunities are endless.