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Fleet Compliance Lead
Fleet Compliance LeadDrive Sally • New York, NY, US
Fleet Compliance Lead

Fleet Compliance Lead

Drive Sally • New York, NY, US
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Job Description

Job Description

Sally's mission is to be the most trusted vehicle and service provider for professional drivers. We operate a large fleet of vehicles that we provide to rideshare, last mile, and taxi drivers on a flexible basis. We invest heavily in our technology and our people to deliver best-in-class service to our customers.

We're looking for a Compliance Lead to join us onsite at our HQ in Long Island City, New York! In this role, you'll have the important responsibility of ensuring compliance standards for our fleet. We are looking for someone who is experienced and passionate about compliance, has an exceptional eye for detail, and the strong communication skills to make an impact. If this sounds like you, we encourage you to apply!

What you'll do

  • Oversee fleet compliance operations across multiple jurisdictions, ensuring all vehicle titles, registrations, inspections, emissions tests, city stickers, and permits meet TLC, DOT, DMV, and state-specific regulatory standards.
  • Maintain a 95%+ passing rate on all Taxi & Limousine Commission (TLC) inspections by proactively managing vehicle readiness and coordinating internal pre-inspections.
  • Collaborate cross-functionally with Operations, Maintenance, and Supply teams to schedule, track, and resolve compliance issues in real time, ensuring uninterrupted fleet operations.
  • Manage regulatory relationships — liaise directly with TLC officials, Medallion owners, DMV agents, and local compliance partners to streamline approvals and resolve violations.
  • Maintain and audit documentation related to fleet titles, registrations, insurance, toll transponders, and inspection logs using digital systems and trackers.
  • Oversee toll collection and violation management, including account audits, transponder inventory, and payment reconciliations.
  • Execute the hack licensing process for new and transferred vehicles and coordinate recovery of impounded or non-compliant vehicles.
  • Develop and refine Standard Operating Procedures (SOPs) for all compliance workflows — ensuring scalability and consistency across multiple markets.
  • Generate and deliver compliance reports to senior leadership, highlighting performance metrics, inspection pass rates, and operational risk areas.
  • Monitor evolving regulations from TLC, DOT, FMCSA, DMV, and city / state agencies, translating requirements into actionable operational updates and training for the team.

What we look for

  • 3+ years of experience in compliance within the automotive or transportation industry
  • Proactive mindset and experience balancing competing priorities
  • Ability to work independently and collaboratively with other teams
  • Exceptional attention to detail
  • Strong written and verbal communication skills
  • Ability to work directly with senior leadership team members
  • Benefits

  • PTO days
  • Medical, dental, and vision contribution plans
  • Weekly team lunches onsite
  • Compensation range : $60,000 - $100,000

    Please note that this position is not eligible for Visa sponsorship.

  • 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!
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    Compliance Lead • New York, NY, US

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