Updated 7/11/24

We’re currently filling these positions:

  • Guides: We aren’t currently hiring, but please send us your information—we always love meeting more great people!
  • Trip Leaders: Part-Time / Full-Time. Job posting here.
  • Chefs: We aren’t currently hiring, but please send us your information—we never turn away great people

The Cycling House is a world-class provider of cycling vacations and training weeks in a growing number of locations, including Arizona, California, Montana, Spain, and Italy (you can check out all of our trips here). From encouraging our guests to push to the top of Mount Lemmon to coaching them through a technical descent in Glacier National Park, our staff and guides thrive off of working hard and delivering an unforgettable cycling travel experience to everyone around them—and having a heck of a good time in the process.

Every Cycling House team member goes above and beyond. We pay attention to the smallest details, treat guests like family, and, of course, we get to ride bikes. This job is not easy, and it’s not for everyone, but the challenges are always worth the rewards.

We are looking for leaders who can do a world-class job with style, professionalism, and a fun-loving attitude.

Thanks for your interest in joining our team. Please read below to learn more about what it takes to work for The Cycling House.

Ride on,

Owen Gue, President


We are looking for two different types of cycling guides. Do you fall into either of these categories? #1 – A cycling guide with a focus on lifestyle, adventure, and challenge. Are you a person who wants to experience the world, work hard, and travel with a bike? Do you like competing in events but do it more for the fun, social aspect? This is an opportunity for you to cultivate your passion for these parts of your life and continue to improve and grow as an athlete and professional in the travel industry. #2 – Cycling Guide with aspirations of becoming an elite endurance athlete Are you aspiring to become an elite cyclist or triathlete? Our winter training season could fit in well with your off-season and give you valuable deposits into your “base miles bank” for the upcoming season. This is an opportunity for you to work hard, train, and become part of the Cycling House family. We offer many benefits that are valuable in your journey to becoming a top athlete.


  • Aside from delivering the highest level of quality and service, can you connect with each and every guest? Can you appreciate each person for who they are? Do you possess compassion, patience, and an unwavering sense of humor?
  • Do you possess superb people skills? Do you have a dynamic personality? Are you comfortable carrying on conversations with individuals from all walks of life? Are you able to read social cues and adapt your presentation naturally and easily? Are you confident, caring, warm and friendly?
  • Are you good at anticipating, troubleshooting and solving challenging problems? Can you think on your feet?
  • Can you sustain energy and motivation through long days and difficult (sometimes non-glamorous) tasks?
  • Are you comfortable working in the kitchen? Chopping and prepping food?
  • Are you passionate about—and experienced in—Cycling and/or Triathlon? Is being outside and riding your bike a passion?
  • On-the-job feedback is vital at The Cycling House. Can you handle constructive criticism?
  • Are you comfortable in a 4-star hotel in Europe? And just as comfortable sleeping on the ground under the stars in Montana?
  • Can you work on a bike if need be? Do you have basic bike maintenance skills?
  • Are you a great communicator? Can you facilitate conversation?
  • Are you ready for an extremely challenging job?  Are you ready to love what you do?


Food is a central part of The Cycling House trips. We provide meals from various cuisines that are enormously appetizing, satisfying, and healthy. Our goal is to support the local community, wherever we are in the world, and that means working with the folks who source the local and regional ingredients. This takes a little bit more time and effort on our end, but it’s worth it when the time comes to enjoy a great meal after a day on the bike. We make food that is specifically for endurance athletes; we focus on healthy, lean proteins, lots of green leafy and root veggies, and plenty of tasty side dishes. Our chefs make dishes that they’ve been inspired by from around the world so each meal will be diverse, interesting, and above all else, delicious! We all eat together, family style, at one big table. We’ve always enjoyed our meals this way and it’s had a profound impact on our camps over the years.


  • Can you develop and manage a food budget based on the number of people being served?
  • Are you familiar with the following dietary restrictions and diets: gluten-free, paleo, vegetarian, etc?
  • Are you comfortable researching local food options and sourcing local foods when possible?
  • Can you carry on a conversation while cooking?
  • Can you ride your bike for a few hours and quickly jump in the kitchen to prepare a meal?
  • Do you love riding?

Trip Leaders

The trip leader is the most important leadership position at The Cycling House. The trip leader is the leader for both TCH guests and staff, the one who makes the final decisions. Trip leaders go above and beyond our guests’ expectations - which usually comes out in the small “wows” throughout the week - and have personalities that connect with our guests. The safety of the riders and our staff is the trip leader’s primary concern. Being assertive in a critical situation is a must. In a serious situation, the trip leader must make the call and expect staff to execute the plan.


  • Brings commitment to service – working with the team to make the week unforgettable for each guest.
  • Has a warm personality who connects easily with individuals and brings groups together. Can show up as the ultimate storyteller or a thoughtful listener.
  • Attuned to guests’ and team members’ needs.
  • Stays composed under pressure – amid guests’ expectations, team members’ needs, and unforeseen bumps along the road.
  • Has the confidence to facilitate the overall trip experience, as well as pre-ride and evening briefings with everyone.
  • Has a humble nature and isn’t afraid to tackle a sink full of dishes.
  • Can shift easily from a relaxed conversation with guests to time-pressed tasks behind the scenes.
  • Has an ownership mindset – takes responsibilities for the team and oneself, and aims for continuous improvement.
  • Is quick on their feet, uses sound judgment to make decisions as needed, often on the fly, sometimes weighing in with the rest of the team. 


Competitive pay, shared tips, TCH clothing, paid training, travel to rad locations in North America and Europe, staff retreats, industry pro deals, friends for life, and more!


To apply, please fill out the form below. After we review your application and supporting documents, we will contact you via email or phone to let you know the next steps.