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Jobs at Drive Sally (Now Hiring) — 2 open

Drive Sally logoDrive Sally

Copy of Fleet Support Specialist

Chicago, Illinois, United States · On-site

$18/hr–$22/hr

Mid level

Last Stop Garage’s mission is to keep vehicles safe, reliable, and road-ready through disciplined, high-quality maintenance and repair. We operate a full-service garage that services Drive Sally’s fleet vehicles and also…

Skills: Vehicle Logistics, Fleet Management, Driving, Vehicle Inspection, Communication Skills

Drive Sally logoDrive Sally

Automotive Technician Mechanic

Chicago, Illinois, United States · On-site

$20/hr–$40/hr

Mid level

Last Stop Garage’s mission is to keep vehicles safe, reliable, and road-ready through disciplined, high-quality maintenance and repair. We operate a full-service garage that services Drive Sally’s fleet vehicles and also…

Skills: Vehicle Diagnostics, Mechanical Repair, Electrical Diagnostics, Preventative Maintenance, OBD II

Drive Sally logo

Copy of Fleet Support Specialist

Drive Sally

Chicago, Illinois, United States • On-site

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Mid level

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  • $18/hr–$22/hr
  • Full-time
  • PTO Days, 401k, Medical Contribution Plans, Dental Contribution Plans, Vision Contribution Plans, Team Lunches Onsite
  • Posted 4d ago
  • ~40 hrs/week

Responsibilities

The Fleet Support Associate ensures vehicles are safe, clean, and ready for customer use by managing logistics and readiness checks. This includes transporting vehicles to maintenance, fueling, and inspection facilities while maintaining accurate movement logs.

Requirements

Candidates must be fluent in English and possess a valid US driver's license for at least 3 years. Strong driving skills, computer proficiency, and high reliability are essential for this role.

Full job description

Last Stop Garage’s mission is to keep vehicles safe, reliable, and road-ready through disciplined, high-quality maintenance and repair. We operate a full-service garage that services Drive Sally’s fleet vehicles and also supports retail customers. We focus on efficient workflows, technical excellence, and strong service standards to deliver fast repairs and consistent outcomes.

Role Overview

The Fleet Support Associate is responsible for ensuring Sally vehicles are ready, safe, clean, and available for customer use by executing day-to-day fleet logistics and vehicle readiness processes.

This role supports operational performance by transporting vehicles between locations, completing readiness checks, coordinating fueling and cleaning, and responding to vehicle-related issues quickly and accurately. The Fleet Associate plays a critical role in keeping the fleet moving and minimizing downtime.

Reports to: Manager of Service & Repair, Manager of Operations

Employment Type: Full-Time

Compensation Type: Hourly

Expected Hours: Business Hours

Success in this role looks like vehicles being consistently staged and ready for drivers, fleet tasks completed quickly and accurately, and minimal operational delays due to vehicle readiness issues.

Key performance metrics include:

  • Vehicle readiness completion rate

  • Fleet task turnaround time

  • Utilization support outcomes (vehicles staged and available on time)

  • Vehicle issue response time

  • Error rate in vehicle offboarding and system updates

What you’ll do

  • Serve as the first point of contact for all on-site customer inquiries and route them appropriately.

  • Perform vehicle readiness checks and offboarding through internal systems.

  • Transport vehicles to fueling, cleaning, staging, and maintenance/repair facilities.

  • Execute vehicle recoveries as needed.

  • Support real-time logistical problem solving to ensure vehicles are available and operational.

  • Perform additional duties and special projects as assigned.

  • Transport vehicles to and from TLC and DMV inspections to ensure compliance with regulatory requirements.

  • Move vehicles between Sally locations, partner sites, and external vendors as needed.

  • Support compliance-related vehicle needs, including transporting vehicles for repairs, maintenance, or inspection follow-ups.

  • Perform basic vehicle checks (fuel level, cleanliness, documentation completeness) before and after inspections or transport.

  • Maintain accurate logs of vehicle movement, inspection appointments, and compliance status.

  • Coordinate with operations and compliance teams to ensure appointments and vehicle needs are executed efficiently.

  • Identify and report visible vehicle issues or documentation discrepancies before inspection.

  • Assist operations and fleet teams with ad-hoc vehicle transport and logistical needs.

What we look for

  • Fluent in English.

  • 3+ years with a valid US state DMV driver’s license.

  • Strong driving skills with cautious and precise motor control.

  • Strong attention to detail and ability to identify vehicle imperfections.

  • Excellent verbal and written communication skills.

  • Strong punctuality and reliability.

  • High level of computer proficiency.

Benefits

  • PTO days

  • 401k

  • Medical, dental, and vision contribution plans

  • Team lunches onsite

Compensation range: $18 - $22

*Offer amounts within our ranges are based on skills, experience, relevant education or training, and other job-related factors. At Sally, we believe in making thoughtful decisions around compensation to ensure the growth and development of our employees. We want you to grow with us as our company grows!

Related keywords

Fleet LogisticsVehicle ReadinessDMV InspectionsTLC InspectionsVehicle OffboardingFleet MaintenanceLogistics Problem SolvingVehicle RecoveryComplianceFleet Support

About Drive Sally

LinkedInVisit site
Industry
Motor Vehicle Manufacturing
Company size
51-200 employees
Founded
2015
Headquarters
New York
LinkedIn followers
3,447

Sally (drivesally.com) is the most trusted vehicle and service provider in the transportation industry. We provide vehicles on a flexible basis to professional rideshare drivers looking for best-in-class support and service. The rapid growth in the on-demand economy has accelerated the movement towards data-driven transportation. In the same way that ridesharing platforms use data to help passengers efficiently get from point A to point B, Sally uses data to inform vehicle usage. We leverage data from our vehicles, drivers, public APIs to inform our business decisions. This approach enables us to incentivize driver safety, reduce insurance costs, and maximize the value of our assets. Drive better, earn more.

Offices: 23-59 Borden Ave, New York, 11101, US · 2120 W Lake St, Chicago, Illinois 60612, US · 3456 W El Segundo Blvd, Hawthorne, CA 90250, US · 74 Charter Oak Ave, San Francisco, California 94124, US

softwareInformation TechnologyAutomotive
View all jobs at Drive Sally

About Drive Sally

LinkedInVisit site
Industry
Motor Vehicle Manufacturing
Company size
51-200 employees
Founded
2015
Headquarters
New York
LinkedIn followers
3,447

Sally (drivesally.com) is the most trusted vehicle and service provider in the transportation industry. We provide vehicles on a flexible basis to professional rideshare drivers looking for best-in-class support and service. The rapid growth in the on-demand economy has accelerated the movement towards data-driven transportation. In the same way that ridesharing platforms use data to help passengers efficiently get from point A to point B, Sally uses data to inform vehicle usage. We leverage data from our vehicles, drivers, public APIs to inform our business decisions. This approach enables us to incentivize driver safety, reduce insurance costs, and maximize the value of our assets. Drive better, earn more.

Offices: 23-59 Borden Ave, New York, 11101, US · 2120 W Lake St, Chicago, Illinois 60612, US · 3456 W El Segundo Blvd, Hawthorne, CA 90250, US · 74 Charter Oak Ave, San Francisco, California 94124, US

softwareInformation TechnologyAutomotive
View all jobs at Drive Sally

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