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Local Flatbed Owner Operator Jobs in Milwaukee, WI

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Owner Operator driver

Milwaukee, WI · On-site

$3.5K - $5.0K/wk

Local, regional, and OTR opportunities * Weekly settlements via direct deposit * QuickPay option ... Independent Contractor / 1099 Owner-Operator If you own the required equipment and are ready to run ...

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Van Owner Operator

Milwaukee, WI · On-site

$3.5K - $5.0K/wk

Local, regional, and OTR opportunities * Weekly settlements via direct deposit * QuickPay option ... Independent Contractor / 1099 Owner-Operator If you own the required equipment and are ready to run ...

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Local Flatbed Owner Operator information

See Milwaukee, WI salary details

$274

$5.6K

$6.7K

How much do local flatbed owner operator jobs pay per week?

As of Aug 28, 2026, the average weekly pay for local flatbed owner operator in Milwaukee, WI is $5,571.31, according to ZipRecruiter salary data. Most workers in this role earn between $4,442.31 and $6,630.77 per week, depending on experience, location, and employer.

What is a local flatbed owner operator?

A Local Flatbed Owner Operator is an independent truck driver who owns and operates their own flatbed truck, transporting goods within a specific local or regional area. They typically haul oversized or irregularly shaped loads that require flatbed trailers, such as construction materials or machinery. Unlike long-haul drivers, local operators usually return home each day and have more predictable schedules. As owner operators, they are responsible for managing their business operations, vehicle maintenance, and securing their own contracts or working with freight brokers.

What are the key skills and qualifications needed to thrive as a local flatbed owner operator?

To thrive as a Local Flatbed Owner Operator, you need a valid commercial driver’s license (CDL), a good driving record, knowledge of load securement, and experience with flatbed hauling. Familiarity with electronic logging devices (ELDs), GPS navigation systems, and Department of Transportation (DOT) compliance regulations is typically required. Strong time management, problem-solving abilities, and customer service skills help you efficiently deliver loads and build client relationships. These skills and qualifications are crucial for ensuring safety, legal compliance, timely deliveries, and business success in the competitive transportation industry.

What are some common challenges faced by local flatbed owner operators, and how can they be managed?

Local Flatbed Owner Operators often encounter challenges such as securing consistent loads, managing time efficiently for pickups and deliveries, and ensuring proper load securement to comply with safety regulations. Additionally, dealing with variable weather conditions and maintaining equipment can be demanding. Building strong relationships with dispatchers and shippers, staying updated on safety standards, and investing in reliable equipment can help overcome these challenges and contribute to a successful operation.

What is the difference between Local Flatbed Owner Operator vs Local Flatbed Company Driver?

AspectLocal Flatbed Owner OperatorLocal Flatbed Company Driver
CredentialsCommercial Driver's License (CDL), experience in flatbed haulingCDL, often less experience required
Work EnvironmentOperate own flatbed truck, manage own scheduleWork for a company, follow company routes and schedules
Employer & Industry UsageSelf-employed or leased to carriers, independent in industryEmployed directly by a trucking company
Search & Comparison IntentHigh overlap in credentials, independent work, industry usageSimilar credentials, different employment structure

In summary, Local Flatbed Owner Operators own and operate their trucks, managing their schedules and routes, while Local Flatbed Company Drivers work for a trucking company, following their employer's routes. Both roles require a CDL and flatbed hauling experience, but differ mainly in employment status and operational independence.

How do I become a local flatbed owner operator?

To become a local flatbed owner operator, you need a valid commercial driver's license (CDL), typically a Class A, and experience driving tractor-trailers. You should also have your own flatbed truck, meet insurance requirements, and understand load securement and safety regulations. Building a good reputation and establishing relationships with local shippers can help secure consistent work.

What are the most commonly searched types of Flatbed Owner Operator jobs in Milwaukee, WI?

The most popular types of Flatbed Owner Operator jobs in Milwaukee, WI are:

What are popular job titles related to Local Flatbed Owner Operator jobs in Milwaukee, WI?

For Local Flatbed Owner Operator jobs in Milwaukee, WI, the most frequently searched job titles are:

What job categories do people searching Local Flatbed Owner Operator jobs in Milwaukee, WI look for?

The top searched job categories for Local Flatbed Owner Operator jobs in Milwaukee, WI are:

Owner Operator driver

METRO TRANS LOGISTICS LLC

Milwaukee, WI • On-site

$3.5K - $5.0K/wk

Contractor

Posted 7 days ago

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Job description

Metro Trans Logistics LLC is hiring Owner-Operators with their own Sprinter Van or Straight Truck.

Average Gross Revenue: $3,000–$4,000 per week
Actual earnings depend on vehicle type, availability, miles, and load volume.

What We Offer:

  • No forced dispatch
  • Local, regional, and OTR opportunities
  • Weekly settlements via direct deposit
  • QuickPay option available
  • 24/7 dispatch and tracking support
  • Consistent freight opportunities
  • Choose the loads and routes that work for you

Vehicle Requirements:

  • Sprinter Van – 2012 or newer
  • Straight Truck – 2009 or newer
  • Straight trucks must have a liftgate
  • Vehicle must be owned or financed and registered in your name
  • No rental or leased vehicles

Position Type: Independent Contractor / 1099 Owner-Operator

If you own the required equipment and are ready to run, apply today to start the onboarding process with Metro Trans Logistics LLC.

Company Description

Metro Trans Logistics LLC is a transportation and logistics company working with independent owner-operators across the United States. We provide freight opportunities for Sprinter Vans and Straight Trucks, with local, regional, and OTR options available.

Our focus is on reliable communication, flexible dispatch, and consistent support for our contractors. Owner-operators work with our 24/7 dispatch and tracking team while maintaining the freedom to choose the loads and routes that fit their availability.

We offer weekly settlements, QuickPay options, no forced dispatch, and ongoing freight opportunities for qualified owner-operators.