Seasonal Shuttle Driver
A Little Bit About Us
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.
Benefits
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
- Schedule: varies - weekends preferred
- 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 of a background check.
As published by greenhouse · 14 questions
Basics
First Name, Last Name, Email, Phone, Resume/CV
Short answers (3)
- Preferred First Name optional
- Mailing Address
- If yes, please list the location and approximate dates of employment. optional
Pick from a list (11)
- Are you 18 years of age or older?
- Are you currently located AND legally authorized to work in the United States?
- Will you now or in the future require First Chair to commence ("sponsor") an immigration case in order to employ you?
- Are you a current holder of a J-1 Student Visa seeking primary or secondary sponsorship?
- It's highly preferred to have previous hotel, hospitality, vacation or highly similar industry experience. Do you have this prior experience?
- Class C CDL with P1 endorsement is preferred, but we can train. Do you have this endorsement?
- 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 and be able to provide medical certification from a healthcare provider within 30 days of starting employment if age 70+. Are you able to meet all of the above requirements?
- Select all days you have availability. As a vacation rental company, our schedules vary depending on the needs of our business (such as reservation numbers) and will very likely include evenings and weekends. We will discuss exact schedule for the specific opportunity during the interview process.
- Have you previously worked at any of our resort or community locations, even if the property was managed under a different company or brand at the time?
- PRIVACY NOTICE: The information you provide through this application will be used solely to evaluate your candidacy for employment with First Chair Destinations. Your information will be kept confidential and accessible only to authorized members of our hiring team and trusted service providers supporting our recruitment process. By submitting your application, you acknowledge that your information will be collected, stored, and processed in accordance with First Chair Destinations' privacy policy and applicable federal, state, and local laws. First Chair Destinations is an Equal Opportunity Employer and does not discriminate on the basis of race, color, religion, sex, national origin, age, disability, veteran status, or any other status protected by applicable law. First Chair Destinations participates in E-Verify. If you have questions about how your information is handled, please contact us at careers@firstchair.com.
- APPLICANT STATEMENT: I certify that my answers are true and complete to the best of my knowledge. I give my permission for First Chair Destinations to request, contact and obtain a reference from any individuals and businesses as provided as part of this application. If this application leads to employment, I understand that false or misleading information in my application or interview may result in my release from employment for cause. I agree to the terms and conditions as stated above.