Seasonal Shuttle Driver

First Chair Destinations; Steamboat Springs (CO); On-site; USD 28,000 - 32,000; Part time

Benefits offered by this job

Health insurance

Dental & Vision

401(k) with company match

Paid time off & holidays

Paid sick leave

Job summary

First Chair Destinations is seeking a Shuttle Driver to provide safe, friendly transportation for guests at our resort properties. The role blends exceptional hospitality with on‑the‑road independence and a welcoming, anticipatory service style.

Position offers Seasonal Dates 11/18/26 – 4/20/26, with 20–30 hours weekly and weekends/holidays as needed. CDL required or training available; you’ll be part of a team dedicated to superior guest experiences.

Qualifications

• Experience in hotel, hospitality, vacation or similar industry preferred.
• Professional driving experience is a plus but not required.
• Class C CDL with P1 endorsement preferred; training available for right candidate.
• Age 23+ with valid driver’s license, 3 years licensed driving, 9 months CDL if required.
• No major driving violations in last 5 years.
• Medical certification required within 30 days for age 70+.

Responsibilities

• Provide safe, courteous transportation for guests at assigned locations.
• Greet guests, assist with doors and loading luggage.
• Answer questions about amenities, services, and area attractions.
• Assist guests with luggage to rooms and provide directions.
• Maintain vehicle cleanliness and report malfunctions.
• Follow DOT rules and company policies; communicate with dispatch.

Skills

Hospitality experience

Customer service

Safe driving

Communication

Dependable

Team player

Education

Class C CDL with P1 endorsement

Job description

We offer exceptional vacation homes across the country’s most celebrated ski towns and coastal retreats. Each property is carefully selected, locally managed, and held to an uncompromising standard of care. We live and work in the communities we serve, which means every stay comes with generous local knowledge, genuine hospitality, and the confidence that what you booked is exactly what you’ll find.

We’re proud to offer a competitive benefits package designed to support our employees both at work and beyond. Benefits and eligibility may vary by position and are subject to change. Full plan details and terms will be provided during onboarding.

Health, Dental & Vision Insurance
401(k) with Company Match
Paid Time Off (PTO)& Holidays (non-exempt employees)
Paid Flexible Time Off & Holidays (exempt employees only)
Paid Sick Leave

Benefits are subject to the terms and conditions of the applicable plan documents, which govern in the event of any discrepancy. The Company reserves the right to modify, suspend, or terminate benefit plans and programs at any time.

Spend your Winter with us!

As our Shuttle Driver, you'll provide safe, comfortable transportation for guests around our resort properties. You'll serve as a friendly ambassador, offering local recommendations and ensuring guests feel welcomed and cared for throughout their journey. This role combines excellent customer service with the independence of being on the road, perfect for someone who enjoys meeting new people and takes pride in exceptional hospitality.

Compensation + Schedule

• $20 - $23 / HR less payroll deductions and all required withholdings
• Seasonal Dates: 11/18/26 - 4/20/26
• 20 - 30 Average Weekly Hours
• Weekends and holidays may be required

Essential Job Functions

• Provide safe, courteous, and comfortable transportation for guests staying at assigned location(s) as assigned by dispatcher.
• Greet guests, open vehicle and resort doors, and assist them with loading and unloading luggage or other items into and out of the vehicle.
• Answer inquiries pertaining to amenities, services, policies, area attractions, dining, entertainment and directions.
• Assist guests with luggage and bags to rooms upon request.
• Keep up to date with all restaurants, shops and other businesses, including appropriate drop off and pick up locations.
• Assist dispatch as requested.
• Maintain resort vehicle(s): gas, oil, cleanliness - interior and exterior; fill out daily vehicle reports and report any malfunctions to management.
• Adheres to all company and Department of Transportation (DOT) rules and regulations.
• Operate radios efficiently and professionally in communicating with staff.
• Notify the management and security team of accidents and complete appropriate documentation.
• Other duties as assigned because every day is different in hospitality!

Skills + Qualifications

• Experience working in hotel, hospitality, vacation or similar industry is highly preferred.
• Prior experience driving in a professional setting is a bonus but not required.
• Class C CDL with P1 endorsement preferred, but willing to train the right candidate.
• In order to be insured under company shuttle policy, you:
• Must be age 23+ and have a valid driver's license, 3 years experience as a licensed driver, and 9 months of CDL (if required)
• Must not have any major violations on driving record for the last 5 years
• Provide medical certification from a healthcare provider within 30 days of starting employment if age 70+
• Ability to maintain friendly and professional demeanor at all times.
• This role involves frequent travel between worksites, so reliable personal transportation is essential.
• Dependable and prepared. Showing up on time and ready to go is key to creating great stays for our guests and peace of mind for our homeowners.
• Must be dependable, self-motivated, and able to work independently while contributing positively to a collaborative team environment.
• Comfortable talking to people—online or in person—and being able to share information in a way that’s clear, thoughtful, and represents the company in a positive way always.

Workplace Environment + Physical Requirements

• Drives in all weather conditions.
• Work may take place indoors or outdoors, in a variety of settings including private homes, resorts, offices, and laundry facilities — often in varying weather conditions.
• We’re in hospitality and our schedules can change based on guest and homeowner needs. Shifts may include early mornings, evenings, weekends, and holidays. We require flexibility to support this.
• Reliable transportation required.
• Regular travel within the locally assigned market and / or region.
• Ability to move freely (balancing, climbing, crawling, driving, squatting, standing, stooping, walking, bending, pushing, pulling, reaching, and repetitive hand/finger motions) and lift up to a maximum of fifty (50) pounds without assistance.

This job description does not identify every requirement of the position. First Chair may change position requirements, responsibilities, and work environment at any time with or without notice.

Some positions may require that you drive a personal vehicle and/or company vehicle for work purposes. Employees who are required to drive a personal vehicle must have reliable transportation, a valid driver’s license, and be at least 18 years of age. Employees who are required to drive a company vehicle must have a valid driver’s license, be at least 21 years of age, and have been a licensed driver for no less than 3 years.

An offer of employment for this role will be contingent upon the successful completion a background check.