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Remote Fleet Jobs in Wisconsin (NOW HIRING)

Sysco

Region Vice President Contract Sales

Baraboo, WI · Remote

$128K - $214K/yr

... remote sales to new customers and cross/up/repeat sales to existing customers. Assess customer ... With over 71,000 colleagues and a fleet of over 13,000 vehicles, Sysco operates approximately 333 ...

Rockwell Automation

Concept Developer

Milwaukee, WI · Remote

$111K - $166K/yr

This remote role will report to the Sales Manager- Automotive. Your Responsibilities: * Be the pre ... Design, document, and present technical solutions, including fleet sizing, third-party integrations ...

Rockwell Automation, Inc.

Concept Developer

Milwaukee, WI · On-site +1

$111K - $166K/yr

This remote role will report to the Sales Manager- Automotive. Your Responsibilities: * Be the pre ... Design, document, and present technical solutions, including fleet sizing, third-party integrations ...

WEC Energy Group

Project Manager (Engineer)

Milwaukee, WI · On-site +1

$135K/yr

This position currently offers flexibility for a hybrid work arrangement (remote/on-site) with time ... Manage capital projects across our Power Generation Fleet territory, which could entail work at Gas ...

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$13

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How much do remote fleet jobs pay per hour?

As of Aug 10, 2026, the average hourly pay for remote fleet in Wisconsin is $27.28, according to ZipRecruiter salary data. Most workers in this role earn between $23.27 and $31.30 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive in the remote fleet position?

To thrive in a Remote Fleet management role, you need a strong understanding of fleet operations, logistics, and data analysis, typically with experience in vehicle management or transportation. Familiarity with fleet management software, GPS tracking systems, and basic maintenance protocols is highly valuable. Exceptional organizational skills, proactive communication, and the ability to problem-solve independently are critical soft skills. These competencies ensure efficient coordination, real-time decision-making, and the ability to maintain fleet performance and safety remotely.

What is a remote fleet?

A Remote Fleet job involves monitoring, managing, and sometimes operating a fleet of vehicles, often using software and telematics systems. This role is commonly found in industries like transportation, logistics, and autonomous vehicle operations. Responsibilities may include tracking vehicle locations, ensuring maintenance schedules, and optimizing fleet performance remotely. It requires strong analytical skills, familiarity with fleet management tools, and the ability to react quickly to real-time data.

What does a remote fleet do?

Professionals in a Remote Fleet management position typically monitor vehicle locations and performance metrics, coordinate driver schedules, and respond to any issues or emergencies that arise. They use specialized software and telematics systems to track fleet status, optimize routes, and ensure compliance with safety and regulatory requirements. Daily tasks may also include communicating with drivers, scheduling maintenance, and generating reports for management. This role often requires quick thinking and strong attention to detail, as the manager is responsible for keeping operations running smoothly from a distance.

What are the most commonly searched types of Fleet jobs in Wisconsin? The most popular types of Fleet jobs in Wisconsin are:
What are popular job titles related to Remote Fleet jobs in Wisconsin? For Remote Fleet jobs in Wisconsin, the most frequently searched job titles are:
What job categories do people searching Remote Fleet jobs in Wisconsin look for? The top searched job categories for Remote Fleet jobs in Wisconsin are:
What cities in Wisconsin are hiring for Remote Fleet jobs? Cities in Wisconsin with the most Remote Fleet job openings:
Remote Fleet jobs near you
Infographic showing various Remote Fleet job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 89% Full Time, 9% Part Time, and 1% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $56,743 per year, or $27.3 per hour.

Transportation Support Coordinator (Remote) - $865-$1,195 per week

American Logistics Authority

Madison, WI • Remote

$1.0K - $1.2K/wk

Full-time

Re-posted 24 days ago

Job description

Transportation Support Coordinator (Remote) - $865-$1,195 per weekPosition Summary

The Transportation Support Coordinator works from home assisting drivers, dispatchers, brokers, and operations to keep freight moving without delays. You organize schedules, communicate updates, verify documents, and help prevent common dispatch issues. This role is perfect for someone who wants to learn the industry from the ground up and eventually transition into becoming an Independent Freight Dispatcher.

Remote Work Setup

100% Work-From-Home
Flexible hours
Ideal for people who want to move into dispatching later

Weekly Salary Breakdown

  • $865/week at entry experience

  • $1,195/week for experienced support staff
    Equivalent annual range: $45,000-$62,000/year

What You DoDriver & Dispatch Assistance

  • Provide drivers with updated instructions, addresses, and appointment times

  • Track ETAs, delays, breakdowns, and HOS considerations

  • Help drivers resolve road issues quickly and professionally

Load Coordination

  • Confirm pickup and delivery appointments

  • Track loads and provide real-time updates to brokers/shippers

  • Verify BOLs, PODs, and ensure the freight matches the bill (prevent wrong-load issues)

Time Management

  • Estimate realistic load/unload times

  • Prevent overscheduling and tight back-to-back appointment windows

Documentation

  • Upload all paperwork into the TMS

  • Track detention, layover, and TONU opportunities

  • Keep clean, accurate load notes

Customer & Broker Communication

  • Send check calls and status updates

  • Notify brokers of changes or delays

  • Maintain positive, professional relationships with shippers/brokers

Skills Needed

  • Clear communication

  • Attention to detail

  • Ability to multitask under pressure

  • Strong organizational skills

  • Basic familiarity with load boards / TMS (training available)

Why This Role Is Perfect for Future Dispatchers

This job teaches the exact skills used by:
Freight Dispatchers
Load Planners
Broker Agents
Fleet Managers

You learn how to:

  • Communicate with drivers

  • Manage freight

  • Work with brokers

  • Solve real logistics problems

All of which set you up to eventually work independently as a freight dispatcher and earn significantly more.

Employment Type: FULL_TIME

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