Winter CDL Driver -- Transportation And Guest Experiences Specialist
Saddleback Ranch
STEAMBOAT SPR, Colorado
- Wages/Pay
- $25.00 - $30.00 / hour + tips
- Experience Level
- Some experience required
- Job Start Date
- Dec 08, 2026
Spend your winter driving through the Colorado Rockies, meeting guests from around the world, and becoming part of a genuine working ranch experience. This is more than a transportation job—you'll be an important part of our winter guest experience, helping guests safely get to and from YeeHaw Tubing Hill while representing the friendly, professional Western spirit of Saddleback Ranch.
The Position
Saddleback Ranch is hiring a Winter CDL Driver - Transportation and Guest Experiences Specialist for the 2026/27 winter season. This position requires a Class B CDL with Passenger Endorsement. This is not a sit-behind-the-wheel-all-day position. We are looking for someone who enjoys interacting with people, working outdoors, and being part of a hands-on team.
Responsibilities include:
Safely transporting guests to and from Steamboat Springs to Saddleback Ranch/YeeHaw Tubing Hill
Completing pre- and post-trip vehicle inspections
Assisting guests with loading and unloading
Providing friendly, professional customer service
Answering guest questions and helping them understand their activity experience
Monitoring guest safety and following all transportation procedures
Keeping the bus and transportation areas clean and organized
Communicating with the reservations and activity teams regarding guest transportation
Assisting with YeeHaw Tubing Hill operations when needed, including filling in as a lift operator during staff breaks
Helping with other winter ranch and guest-experience duties as needed
About Saddleback Ranch
Saddleback Ranch is a family-owned, 4th-generation working cattle ranch located just outside Steamboat Springs, Colorado. In addition to our ranching operation, we offer horseback riding, snowmobiling, and snow tubing. Our team works hard, looks out for one another, and takes pride in providing genuine Western hospitality to our guests.
We're looking for someone who is dependable, professional, friendly, and comfortable working in a hands-on environment. A genuine interest in the outdoors, ranch life, and the Western way of life is a plus.
What We're Looking For
Required:
Class B CDL with Passenger Endorsement
Safe and responsible driving habits
Valid driver's license and acceptable driving record
Reliable and dependable work ethic
Ability to work independently and as part of a team
Comfortable interacting with guests of all ages
Ability to work outdoors in winter weather
Willingness to work weekends and holidays during busy periods
A great fit if you:
Enjoy meeting and helping people
Like being active
Take pride in keeping equipment and work areas clean and organized
Are comfortable adapting to changing weather and guest schedules
Enjoy the Colorado outdoors and Western lifestyle
Can jump in and help wherever the team needs you
Season & Schedule
Winter seasonal position
Mid-December 2026 through the end of the winter season in March 2027
Approximately 40+ hours per week
Work schedule will vary based on guest reservations and winter operations
Must be comfortable working weekends and holidays during the busy winter season
Compensation
$25–$30/hour, depending on experience
Tips
Retirement benefits available
Employee activity perks may be available
Housing
A private studio apartment is available for the activity driver. The apartment includes a kitchen, laundry facilities, internet, and utilities. Meals are not included. Housing details and cost will be discussed during the interview process.
The Experience
You'll spend your winter in Steamboat Springs, working outdoors and alongside a team that operates a busy family-owned ranch and winter adventure business. You'll have responsibility, variety, and plenty of interaction with guests while becoming part of the day-to-day operation of Saddleback Ranch.
If you're a safe, confident CDL driver who enjoys people, winter, the outdoors, and being part of a hardworking team, we'd like to hear from you.
Contact Info
- Saddleback Ranch Office
- info@saddlebackranch.net
- (970) 879-3711
- www.saddlebackranch.net
Saddleback Ranch
Saddleback Ranch is a family-owned, 4th-generation working cattle ranch near Steamboat Springs, Colorado. We offer horseback riding, snowmobiling, tubing, and unforgettable outdoor adventures. Join our team to work alongside great people, enjoy the mountain lifestyle, and share genuine Western hospitality with guests from around the world.
- Location
- Colorado
- Season
- Winter
- Staff size
- 25
- Housing
- Whether included in the compensation package or provided at a cost, housing is provided for staff.
- Housing details
- A private studio apartment is available for this position. The apartment includes a stove, laundry facilities, internet, and utilities. **Meals are not included.**
- Family housing available
- No
- Single occupancy housing available
- Yes
- Pet friendly
- No
- Meals
- Some meals / discounts
- Cell phone service
- Yes, most carriers
- Internet access
- Good
