Fleet Associate

DriveWhip is a mobility provider in the Washington, DC area, with offices in multiple cities, including Chicago, that Leases/Rents vehicles to Uber, Lyft and other On-Demand or Rideshare drivers. As a ground floor member of an exciting new company all associates will be tasked with a variety of responsibilities. An appreciation for the pros and cons of start up culture is a must.

Our goal is to deliver superior customer service, respect, expertise and responsiveness to our customers. As stewards of our company, you will be responsible for awarding every customer with a positive rental experience.

Position Summary: Are you a hands-on problem solver who enjoys working with vehicles and keeping operations running smoothly? Whip is seeking a Fleet Associate to help manage our rideshare vehicle fleet and ensure our drivers stay on the road.

As a Fleet Associate, you’ll play a key role in maintaining vehicle readiness, coordinating logistics, and supporting day-to-day fleet operations. You’ll help ensure that cars are clean, well-maintained, and ready for our drivers — keeping everything organized and efficient.

Essential Duties and Responsibilities (include, but are not limited to the following):

• Vehicle Management – Assist with vehicle check-ins, inspections, and readiness to ensure top performance.
• Basic Maintenance & Upkeep – Conduct routine vehicle checks, clean interiors, and ensure all cars are road-ready.
• Inventory & Documentation – Keep track of vehicle availability, maintenance schedules, and key documentation.
• Fleet Coordination – Work closely with the service and operations teams to optimize fleet availability.

Qualifications Required

• Passion for cars and mobility – You love keeping vehicles in top shape.
• Detail-oriented & organized – You stay on top of schedules, paperwork, and vehicle conditions.
• Hands-on & proactive – You’re not afraid to roll up your sleeves and get things done.
• Strong communication skills – You work well with drivers, mechanics, and management.
• Valid driver’s license – You may need to move vehicles or assist with deliveries.

Physical Demands

• Vehicle Handling: Regularly operate, move, and park vehicles of various sizes (sedans, SUVs, etc.) safely and efficiently.
• Inspection & Maintenance: Frequently bend, kneel, crouch, or reach to inspect vehicle interiors, tires, and undercarriages.
• Lifting & Carrying: Occasionally lift or move objects up to 50 pounds, such as vehicle equipment, tools, or supplies.
• Outdoor Work: Work in a variety of weather conditions (heat, cold, rain) when performing outdoor fleet tasks.
• Standing & Walking: Spend extended periods standing, walking between vehicles, and moving around the lot or service areas.
• Manual Dexterity: Use hands and tools to perform light maintenance or cleaning tasks as needed.

Location: Chicago, IL (required)

Salary: $18 - $25 per hour; depending on experience.

Equal Employment Opportunity

Whip is proud to be an equal-opportunity employer. Whip is committed to providing equal employment opportunities to all employees and applicants and prohibits discrimination and harassment of any type without regard to race, color, religion, sex (including gender, gender identity, gender expression, pregnancy, childbirth, breastfeeding status, or related medical conditions), age, sexual orientation, national origin, ancestry, marital status, military or veteran status, genetic information, disability (including physical or mental disability, medical condition, or medical leave), or any other characteristic protected by federal, state, or local law. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training.

Consistent with our commitment to equal employment opportunity, Whip will make reasonable accommodations for qualified individuals with disabilities. If you require an accommodation to perform the essential functions of your job due to a disability, please contact People Operations at recruiting@drivewhip.com to request an accommodation.

This EEO statement reaffirms our commitment to providing a workplace free from discrimination and harassment, in accordance with all applicable laws. We encourage all qualified candidates to apply for employment opportunities at Whip.

Compliance with Laws

Whip employees are expected to comply with all federal, state, and local laws.

Disclaimer

This job description is not designed to cover or contain a comprehensive listing of activities, duties, or responsibilities that are required of this position. Essential duties and responsibilities may be added or modified as necessary at any time.