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Cultivar Group is seeking a Fleet Operations Manager to translate fleet strategy into disciplined execution across multiple operating locations. You will own Fleetio workflows, maintenance documentation, and compliance, while aligning shop and vendor performance.
The role requires 5+ years in fleet operations, strong analytical and training skills, and the ability to travel to field locations. Hybrid corporate setting with field-time emphasis.
Fleet Operations Manager
Corporate / Hybrid
Fleet Operating System Execution
Travel – up to 75% (this position should spend most of their time in the field).
Full-Time, Exempt
The Fleet Operations Manager translates Sperber's fleet strategy into consistent execution across operating businesses. The role owns day-to-day Fleet Operating System discipline, including Fleetio adoption, maintenance workflows, compliance execution, shop and vendor alignment, data quality, and branch accountability.
Serve as the operational owner and subject matter expert for Fleetio workflows and adoption.
Standardize PM, repairs, work orders, DVIRs, faults/recalls, parts, asset status, and maintenance documentation.
Monitor usage and data quality; address adoption gaps through training and corrective action.
Implement consistent maintenance standards and help determine the right in-house, outsourced, or hybrid model by location and asset type.
Identify work that should shift in-house or to external providers based on capability, cost, downtime, and quality.
Standardize PM, repair authorization, escalation, vendor performance, and repair-versus-replace practices.
Partner with shop managers and mechanics to standardize workflows, responsibilities, and accountability.
Monitor technician workload, PM compliance, aging work orders, downtime, repeat repairs, parts usage, and outsourced repair activity.
Support appropriate mechanic staffing and consistent shop operating practices.
Coordinate DOT, FMCSA, IFTA, HUT, registration, permitting, and related fleet compliance with Fleet Administration and Safety.
Maintain compliance calendars, exception reporting, audit readiness, and corrective-action tracking.
Develop role-based Fleetio training, SOPs, and job aids for branches, shops, mechanics, and fleet users.
Maintain reliable fleet data and manage by exception using maintenance cost, CPM, PM compliance, downtime, utilization, repair frequency, and Fleetio adoption.
Support annual asset inventory and accurate asset additions, transfers, status changes, and disposals.
Provide maintenance, condition, utilization, and repair-cost information to support lifecycle and CapEx decisions.
Serve as the primary operational Fleet resource for branch and regional leaders.
Conduct periodic branch/shop reviews, track corrective actions to closure, and **escalate systemic process, vendor, technology, or compliance issues.**
Performance will be measured through a Fleet scorecard focused on:
5+ years in fleet operations, maintenance management, fleet systems, or multi-location fleet operations.
Experience supporting decentralized operations, internal shops, and/or outsourced maintenance providers.
Working knowledge of vehicle/equipment maintenance and DOT, FMCSA, IFTA, registration, and related compliance requirements.
Fleet management system experience; Fleetio strongly preferred.
Strong analytical, training, process-improvement, and change-management skills; ability to influence without direct authority.
Ability to travel periodically to operating locations.
Preferred: Commercial landscaping, construction, or field-services experience; Fleetio implementation/relaunch experience; bilingual English/Spanish.
Establish baseline Fleetio adoption, data quality, maintenance-model, and compliance metrics by business.
Standardize priority Fleetio workflows, training, scorecards, and exception-management routines.
Identify immediate opportunities to improve PM compliance, downtime, maintenance sourcing, and data accuracy.
Establish consistent Fleetio and maintenance operating practices across applicable businesses.
Improve PM compliance, maintenance documentation, shop/vendor performance, and asset data accuracy.
Provide reliable operational data for repair-versus-replace, CapEx, staffing, and maintenance sourcing decisions.
Build a repeatable Fleet Operating System capable of supporting future acquisitions and growth.