Driver Services & Operations Administrator

We are hiring a highly organized, detail-driven Driver Services & Operations Administrator to support our fleet and owner-operator network. This role combines driver support, fleet administration, billing oversight, and multi-system data management in a fast-paced, high-interaction environment. This is not a quiet back-office role. You will be dealing with drivers, accounts, and real-time issues throughout the day while keeping systems accurate and up to date.

What You Will Do

• Greet and assist drivers and owners in person, by phone, and email by handling stand rent, payment, and trip-related inquiries, investigating discrepancies, and coordinating resolutions with accounting.
• Set up new vehicles across multiple systems, including registration, documentation, liens, and compliance paperwork, and process vehicle removals such as bills of sale and taxi strip coordination.
• Manage stand rent, billing adjustments (on-road/off-road), account discrepancies, and vehicle loan tracking and resolution.
• Maintain accurate vehicle and driver files, including updates to licenses, badges, mechanical records, and insurance status.
• Enter and manage data across multiple platforms while maintaining accuracy and consistency across all systems.
• Document operational processes in real time, develop internal guides and training materials, and identify gaps and inconsistencies in workflows.

What We’re Looking For

Experience in transportation, fleet, logistics, or high-volume administrative environments with strong billing and reconciliation skills, comfort working across multiple systems, strong communication and problem-solving ability, high attention to detail, and ability to perform in a fast-paced, driver-facing environment.

Key Traits

Calm, patient, and driver-focused with strong accuracy under pressure, a structured and consistent approach, natural problem-solving ability, and a willingness to learn systems deeply and improve processes.

Work Environment

Fast-paced, high-interaction office environment with constant driver and owner engagement, combining administrative work, problem-solving, and real-time issue resolution.

Schedule & Benefits

• Monday to Friday, 8:00 AM – 4:30 PM (excluding statutory holidays)
• Parking available on site
• Shared benefit package available after 3 months of employment
• Hourly wage: starting at $21.00+, depending on qualifications and experience

Job Types: Full-time, Permanent

Pay: From $21.00 per hour

Expected hours: 40 per week

Benefits

• Casual dress
• Dental care
• Disability insurance
• On-site parking
• Vision care

Work Location: In person