Job Description

Assistant Director of Technology

The Assistant Technology Specialist supports Yankee Line’s technology infrastructure, with a focus on frontline user support and maintaining technology systems installed in the company’s vehicle fleet.

User Support:

• Provide Tier 1–2 helpdesk support to staff across four company sites.
• Troubleshoot common issues with computers, printers, phones, and Office 365 apps.
• Set up and configure new employee workstations (hardware and software).
• Provide in-person support and training for basic technology use.

Fleet Technology:

• Install and maintain onboard vehicle technology.
• Assist in troubleshooting and replacing failed vehicle hardware.
• Perform regular fleet tech audits and repairs as needed.
• Travel to off-site locations for installations and support.

Device and Inventory Management:

• Maintain and update asset inventory (laptops, tablets, phones, fleet tech, etc.).
• Assist in lifecycle management: equipment prep, deployment, and retirement.
• Document installations, repairs, and changes in company systems.

Administrative & Technical Support:

• Escalate unresolved issues to the Director of Technology.
• Maintain documentation for recurring processes and equipment standards.
• Support Intune-based enrollment and configuration of devices under guidance.
• Assist with user onboarding/offboarding tasks as assigned.

Preferred Qualifications:

• Familiarity with Windows operating systems, Microsoft 365, and mobile devices.
• Experience with low-voltage hardware or vehicle electronics is a plus.
• Strong communication and customer service skills.
• Basic understanding of Wi-Fi and networking concepts.
• Comfortable working inside vehicles and using hand tools.
• Ability to lift up to 40 pounds and work in confined vehicle spaces.
• Valid driver’s license and willingness to travel to satellite offices or garages.
• Ability to pass an FMCSA medical examination.

Work Conditions:

• Primarily on-site with fieldwork required at fleet locations.
• Available to work (24) hours per day, (7) days per week during emergencies or any other circumstance that may potentially impact service.
• Occasional evening or weekend work depending on fleet schedules.
• Reports directly to the Director of Technology.

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