Top 45 Fleet manager Jobs in Wisconsin

Operations Manager – Last Mile Delivery & Fleet - $2500 Sign-On Bonus
Confidential —La Crosse, WI
- $48,000 - $52,000 a year
- 12 hour shift
- Background check
- Mid-level
- Team management
- Health insurance
- Dental insurance
Quick Apply
Fleet Maintenance Supervisor
Student Transportation Of America —Manitowoc, WI
- $33 - $38 an hour
- Full-time
- CDL B
- ASE Certification
- Mechanic experience
- Health insurance
- Dental insurance
Quick Apply
7d
Fleet Manager
Bison Transport USA —Amherst, WI
- Full-time
- Management
- Mid-level
- In-person
- Health insurance
- Dental insurance
Quick Apply
Driver Manager 2nd Shift
Contract Transport Services (CTS) —Green Bay, WI
- Full-time
- Mid-level
- High school diploma or GED
- In-person
- Health insurance
- Dental insurance
Quick Apply
Driver Manager Needed in Green Bay, WI
JBS Carriers —Green Bay, WI
- $45,000 - $55,000 a year
- Online Application
- Background check
- Mid-level
- Supervising experience
- Health insurance
- Dental insurance
5d
Safety & Fleet Manager
Monona Plumbing and Fire Protection, Inc —Madison, WI
- $90,000 - $120,000 a year
- Online Application
- Mid-level
- 3 years
- Clean MVR report
- Health savings account
- Paid holidays
Quick Apply
GARAGE MANAGER - FLEET
Milwaukee County Transit System —Milwaukee, WI
- $82,500 - $103,167 a year
- Full-time
- CDL B
- Microsoft Outlook
- 5 years
10d
Fleet Maintenance Operations Manager
Transport Refrigeration Services —De Pere, WI
- $80,000 - $115,000 a year
- Full-time
- Customer service
- Mid-level
- High school diploma or GED
- Health savings account
- Disability insurance
Quick Apply
14d
District Fleet Manager
WM —Berlin, WI
- Full-time
- Mid-level
- Office
- High school diploma or GED
- Employee stock purchase plan
- Paid holidays
Transportation & Fleet Manager
Kapco Inc —Grafton, WI
- Mid-level
- Analysis skills
- Bachelor's degree
- Profit sharing
- Paid holidays
Quick Apply
Logistical Fleet Manager
Cleary Building Corp. —Verona, WI
- Online Application
- In person
- Customer service
- Mid-level
- Flatbed truck
- Paid holidays
- Dental insurance
Quick Apply
Fleet Manager
Marten Transport —Mondovi, WI
- 5 years
- Mid-level
- Ability to sit for extended periods
Quick Apply
Fleet Maintenance Manager
North America Central School Bus —Milwaukee, WI
- $85,000 - $100,000 a year
- Full-time
- 5 years
- Computer literacy
- CDL
Quick Apply
Driver Manager
Paper Transport —De Pere, WI
- Management
- Mid-level
- Office
- Health savings account
- AD&D insurance
Quick Apply
Highway Fleet/Equipment and Production Manager
Brown County —Green Bay, WI
- $91,817 a year
- Full-time
- Research
- Analysis skills
- Senior level
Highway Fleet/Equipment and Production Manager
Brown County, WI —Green Bay, WI
- $91,817 a year
- Full-time
- Hazmat Endorsement
- CDL A
- Research
Sr Manager, Fleet Operations
Cox Automotive —DeForest, WI
- $101,500 - $169,100 a year
- Full-time
- Up to 50% travel
- 3 years
- Master's degree
- Paid jury duty
- Paid holidays
Driver Manager
Cox Transportation Logistics LLC —Green Bay, WI
- Management
- Mid-level
- Health savings account
- Health insurance
Quick Apply
Fleet Maintenance Supervisor
Republic Services —Sarona, WI
- Full-time
- Administrative experience
- High school diploma or GED
- Driving
- AD&D insurance
- Employee stock purchase plan
14d
Fleet Operations Supervisor, Deforest, WI
Kwik Trip —DeForest, WI
- $24.66 - $36.99 an hour
- Weekends as needed
- Microsoft Excel
- Microsoft Outlook
- Mid-level
- Health insurance
- 401(k)
Quick Apply

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fleet manager jobs near wisconsin

Operations Manager – Last Mile Delivery & Fleet - $2500 Sign-On Bonus

Confidential
La Crosse, WI

Quick Apply

Job Details

Full-time
$48,000 - $52,000 a year

Benefits

Health insurance
Dental insurance
Paid time off
Vision insurance
Gym membership
Professional development assistance
Opportunities for advancement

Qualifications

Performance dashboards
Staff supervision
Road transportation operations
Operations management
Logistics management
Vendor management
Team leadership
Operational management
Dispatching
Team management
Fleet maintenance company experience
Maintenance management
Business operations

Full Job Description

Position Overview

A privately held last-mile delivery company is seeking a driven, energetic, hands-on Operations Manager to help lead daily delivery operations in a fast-paced, performance-driven environment.

This is not a desk-only management position. This is a boots-on-the-ground leadership role for someone who wants to learn, grow, solve problems in real time, and become part of something special.

The right person for this role is dependable, coachable, high-energy, and not afraid of long hours, hard work, and real responsibility. We are looking for someone who wants to grow with the company, take ownership, and help build a strong operation from the ground up.

This role supports daily route execution, team accountability, fleet readiness, vehicle uptime, call-out coverage, and real-time operational problem solving.

This is a confidential leadership search.

Schedule

This position follows a 3.5 days on / 3.5 days off schedule.

The typical schedule is Wednesday through Saturday, with longer workdays during operating days. Shifts are typically 12–13 hours.

This schedule is ideal for someone who is willing to work hard during operating days while also having extended time off each week.

Core Responsibilities

Lead daily last-mile delivery operations across multiple routes
Support route execution, daily readiness, and real-time operational decisions
Help manage readiness, utilization, and uptime of a 50+ vehicle fleet
Track vehicle issues, downtime, inspections, maintenance needs, and repairs
Coordinate with repair vendors, supervisors, and leadership to keep vehicles moving
Help reduce vehicle downtime through proactive tracking and escalation
Manage same-day call-outs, coverage gaps, and operational disruptions
Coach, develop, and hold supervisors and drivers accountable
Monitor service levels, safety events, delivery performance, and operational KPIs
Communicate operational risks, needs, and improvement opportunities to leadership
Jump in where needed to keep the operation moving forward

What We Are Looking For

We are looking for someone who is hungry to grow.

Someone who is energetic, coachable, dependable, and willing to learn.

Someone who can handle long shifts, fast-moving days, hard conversations, and real accountability.

Someone who does not need to be micromanaged and is willing to take ownership.

Someone who wants more than just a job and is excited about becoming part of a growing company with real advancement opportunity.

This is a great opportunity for someone early in their leadership journey or for an experienced operations leader who wants to be part of a company that is building something bigger.

Required Experience

Operations management experience in last-mile delivery, fleet-based logistics, or a similar fast-moving operation
Experience helping manage daily operations, vehicle readiness, fleet issues, or route coverage
Strong problem-solving ability under pressure
Ability to lead people, communicate clearly, and hold others accountable
Willingness to work longer shifts and stay fully engaged during operating days
Strong work ethic, ownership mindset, and desire to grow
Ability to work in person on a Wednesday through Saturday schedule

Preferred Qualifications

Experience with 30+ vehicles required; 50+ preferred
Familiarity with route-based delivery metrics and performance dashboards
Fleet maintenance, inspections, safety, or DOT-adjacent experience
Experience leading supervisors, drivers, or field-based teams
Strong comfort level in a fast-paced, high-accountability environment

Compensation & Benefits

$48,000 – $52,000 per year
Performance-based bonus tied to operational results
3.5 days on / 3.5 days off schedule
Wednesday through Saturday schedule
Longer shifts, typically 12–13 hours per shift
Extended time off each week
Health insurance available
Dental insurance available
Vision insurance available
Paid time off
Professional development assistance
Subsidized gym membership
Clear growth and advancement opportunity

Hiring Note

This position is part of a confidential leadership search. All applications will be handled discreetly.

This is a serious opportunity for the right person. If you are driven, energetic, coachable, and ready to work hard while growing into something bigger, we want to hear from you.

Job Type: Full-time

Pay: $48,000.00 - $52,000.00 per year

Benefits:

Dental insurance
Health insurance
Paid time off
Professional development assistance
Vision insurance

Work Location: In person

Quick Apply

Refine Your Search

fleet manager jobs in wisconsin

Operations Manager – Last Mile Delivery & Fleet - $2500 Sign-On Bonus

Fleet Maintenance Supervisor

Fleet Manager

Driver Manager 2nd Shift

Driver Manager Needed in Green Bay, WI

Safety & Fleet Manager

GARAGE MANAGER - FLEET

Fleet Maintenance Operations Manager

District Fleet Manager

Transportation & Fleet Manager

Logistical Fleet Manager

Fleet Manager

Fleet Maintenance Manager

Driver Manager

Highway Fleet/Equipment and Production Manager

Highway Fleet/Equipment and Production Manager

Sr Manager, Fleet Operations

Driver Manager

Fleet Maintenance Supervisor

Fleet Operations Supervisor, Deforest, WI

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