Fleet Technology & Operations Manager

W.O. Grubb Crane Rental; Elkridge (MD); On-site; USD 90,000 - 150,000; Full time

Job summary

W.O. Grubb Crane Rental is seeking a Fleet Technology & Connected Operations Manager to own the implementation, administration, and optimization of fleet technology and related operations systems.

You will be the single accountable owner of the Samsara platform and connected systems, collaborating with Fleet, Safety, Operations, Maintenance, IT, and leadership to deliver measurable safety, efficiency, and cost outcomes.

Qualifications

• 3+ years of experience in project management, systems administration, fleet operations, business operations, implementation, or a related role.
• Strong computer and technology skills with the ability to quickly learn new software platforms.
• Demonstrated ability to manage projects involving multiple departments and stakeholders.
• Strong organizational skills and attention to detail.
• Comfortable working with data, spreadsheets, dashboards, and reporting tools.
• Strong troubleshooting and problem-solving skills.
• Ability to translate operational requirements into repeatable processes and system workflows.
• Strong written and verbal communication skills.
• Willingness to earn Samsara Administrator certification within the first 90 days (company‑paid).
• Valid driver's license and the ability to travel to operating locations, yards, and shops approximately 10–25% of the time.

Responsibilities

• Serve as the primary internal administrator and subject matter expert for Samsara and related fleet technology systems.
• Manage users, permissions, vehicles, assets, drivers, groups, tags, and other platform configurations, including role‑based access, SSO, and admin‑level controls.
• Maintain accurate vehicle, driver, asset, and organizational data within the platform, and keep it in sync with the systems of record for HR, payroll, and asset management.
• Configure dashboards, reports, alerts, workflows, and system settings based on business requirements.
• Own compliance configuration and monitoring: ELD/Hours of Service, DVIR, driver qualification, IFTA and fuel tax reporting, and inputs that affect FMCSA CSA scores.
• Administer the safety program inside the platform: camera and harsh‑event review queues, coaching assignments and completion tracking, driver safety scorecards, and behavior‑based incentive reporting.
• Troubleshoot day‑to‑day system issues and coordinate with Samsara support when necessary. Track open tickets, RMAs, and hardware faults to resolution.
• Manage the hardware lifecycle: device inventory, spares, installs and de‑installs on new and disposed equipment, and periodic install audits to confirm every asset is reporting.
• Stay current on new Samsara capabilities and identify opportunities to expand how the organization uses the platform. Own the agenda for quarterly business reviews with our Samsara account team.
• Ensure the company is consistently utilizing the technology it has purchased rather than allowing capabilities to go unused. Maintain a license and feature utilization review at least quarterly.
• Maintain a configuration change log so system changes are documented, reversible, and communicated to affected teams.

Skills

Project management

Systems administration

Fleet operations

Data analysis

Stakeholder management

Training users

Tools

Samsara

Job description

W.O. Grubb Crane Rental is seeking a Fleet Technology & Connected Operations Manager to own the implementation, administration, and optimization of fleet technology and related operations systems.

You will be the single accountable owner of the Samsara platform and connected systems, collaborating with Fleet, Safety, Operations, Maintenance, IT, and leadership to deliver measurable safety, efficiency, and cost outcomes.