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Entry Level Box Truck Owner Operator Jobs in Appleton, WI

Keurig Dr Pepper Inc.

Truck Driver CDL A local

Neenah, WI · On-site

$29.89/hr

Tractor Trailer - Semi - Pup Trailer - Box Truck - 28 ft Trailer - 32 ft Trailer - 53 ft Trailer ... KDP) is a leading beverage company with more than 150 owned, licensed and partner brands that meet ...

Ryder

Delivery Driver Non CDL Home Daily

Neenah, WI · On-site

$1.0K - $1.2K/wk

When becoming a Company Driver, Ryder purchases owner operator trucks while providing support ... box truck): * 6 Months experience in the past 3 years, OR * 2 years' experience within the last 5 ...

Ryder

Delivery Driver Non CDL Home Daily

Neenah, WI

$1.0K - $1.2K/wk

When becoming a Company Driver, Ryder purchases owner operator trucks while providing support ... box truck): * 6 Months experience in the past 3 years, OR * 2 years' experience within the last 5 ...

New

Ryder

Delivery Driver Non CDL Home Daily

Neenah, WI

$1.0K - $1.2K/wk

When becoming a Company Driver, Ryder purchases owner operator trucks while providing support ... box truck): * 6 Months experience in the past 3 years, OR * 2 years' experience within the last 5 ...

Ryder

Delivery Driver Non CDL Home Daily

Neenah, WI

$1.0K - $1.2K/wk

When becoming a Company Driver, Ryder purchases owner operator trucks while providing support ... box truck): * 6 Months experience in the past 3 years, OR * 2 years' experience within the last 5 ...

Aspen Dental

Dental Assistant - Entry Level

Appleton, WI · On-site

$21/hr

When you join our team as an Entry-Level Dental Assistant , you will have the opportunity to give ... May vary by independently owned and operated Aspen Dental locations. ADMI Corp., d/b/a TAG-The ...

Aspen Dental

Dental Assistant - Entry Level

Appleton, WI · On-site

$20 - $22/hr

When you join our team as an Entry-Level Dental Assistant , you will have the opportunity to give ... May vary by independently owned and operated Aspen Dental locations. ADMI Corp., d/b/a TAG-The ...

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All JobsBox Truck Owner Operator JobsEntry Level Box Truck Owner Operator JobsEntry Level Box Truck Owner Operator Jobs in Appleton, WI

Entry Level Box Truck Owner Operator information

See Appleton, WI salary details

$816

$2.1K

$5.6K

How much do entry level box truck owner operator jobs pay per week?

As of Aug 18, 2026, the average weekly pay for entry level box truck owner operator in Appleton, WI is $2,147.96, according to ZipRecruiter salary data. Most workers in this role earn between $938.46 and $2,815.38 per week, depending on experience, location, and employer.

What is an entry level box truck owner operator?

An Entry Level Box Truck Owner Operator is an individual who owns or leases a box truck and operates it as an independent contractor, typically transporting goods for various clients. This role involves managing deliveries, maintaining the truck, and handling administrative tasks like invoicing and scheduling. Entry-level operators are usually new to the industry and may work with freight brokers, logistics companies, or through online load boards to find shipping jobs. The position offers flexibility and the potential for business growth, but also requires attention to regulations and business management.

What are the key skills and qualifications needed to thrive as an entry level box truck owner operator?

To thrive as an Entry Level Box Truck Owner Operator, you need a valid driver's license (often a CDL), a clean driving record, basic mechanical knowledge, and understanding of transportation regulations. Familiarity with route planning software, GPS navigation, and electronic logging devices (ELDs) is typically required. Strong time management, reliability, and customer service skills help operators excel in this independent role. These abilities ensure safe, on-time deliveries and build a positive reputation, which is critical for maintaining contracts and growing your business.

What are some common challenges faced by entry level box truck owner operators when starting out, and how can they be managed?

Entry level box truck owner operators often face challenges such as finding consistent loads, managing operational costs, and understanding regulatory requirements. Building relationships with reputable freight brokers and using load boards can help secure regular work. It's important to track expenses closely and budget for maintenance, fuel, and insurance. Staying informed about compliance with Department of Transportation (DOT) regulations will help avoid costly fines and downtime. Networking with other operators and joining industry associations can also provide valuable guidance and support.

What is the difference between Entry Level Box Truck Owner Operator vs Delivery Driver?

AspectEntry Level Box Truck Owner OperatorDelivery Driver
CredentialsValid CDL or driver's license, clean driving recordValid driver's license, sometimes a CDL
Work EnvironmentOwns or leases a box truck, operates independently or with a small teamWorks for a company, delivers goods using company vehicle
Employer & IndustryIndependent or small fleet owner in logistics or freightEmployers in retail, food, or parcel delivery services

Entry Level Box Truck Owner Operators typically own or lease their trucks and operate independently, focusing on freight hauling. Delivery Drivers usually work for a company, delivering goods using company vehicles. Both roles require a valid license, but Owner Operators often handle more responsibilities like vehicle maintenance and route planning.

How much does a local entry level box truck owner operator make?

Entry-level box truck owner operators typically earn between $45,000 and $70,000 annually, depending on factors such as location, hours worked, and freight volume. Compensation often includes a combination of mileage pay, load pay, and fuel reimbursements, with experience and efficiency influencing earnings.

How to get started as an entry level box truck owner operator?

To start as an entry-level box truck owner operator, obtain a valid commercial driver's license (CDL) and ensure your vehicle meets safety and weight requirements. Gain experience driving commercially, secure necessary permits, and establish relationships with shippers or brokers to find freight opportunities. Maintaining proper insurance and understanding route planning are also essential steps.

What are the most commonly searched types of Box Truck Owner Operator jobs in Appleton, WI?

The most popular types of Box Truck Owner Operator jobs in Appleton, WI are:

What are popular job titles related to Entry Level Box Truck Owner Operator jobs in Appleton, WI?

For Entry Level Box Truck Owner Operator jobs in Appleton, WI, the most frequently searched job titles are:

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The top searched job categories for Entry Level Box Truck Owner Operator jobs in Appleton, WI are:

What cities near Appleton, WI are hiring for Entry Level Box Truck Owner Operator jobs?

Cities near Appleton, WI with the most Entry Level Box Truck Owner Operator job openings:

Entry Level Box Truck Owner Operator jobs near you

Class A CDL Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express

Bennett Motor Express

Appleton, WI • On-site

$1.0K/day

Full-time

Medical

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

CDL-A Owner Operators | Open Deck Division | Earn 74.7% of Linehaul.

  CDL-A Owner Operators – Open Deck Division | Drive for yourself. Partner with a company that stands for something bigger.


At Bennett Motor Express, we don’t just offer freight — we offer freedom, family, and a foundation of faith that’s helped independent contractors thrive for more than 50 years. Founded by Marcia Taylor in 1974 and still family-owned and operated, Bennett is built on the belief that when we put people first, everything else follows. We proudly serve America with integrity, patriotism, and excellence — and we treat every contractor like part of our own.

We’re looking for CDL-A Owner Operators who want more than just miles. If you’re ready to run your business, keep more of what you earn, and partner with a company that shares your values, there’s a place for you here.


Divisions Now Hiring:

  • Flatbed
  • Step Deck
  • Heavy Haul


What You’ll Get:

✅ Orientation Bonus – $1,000

✅ Fast Pay – Every day can be payday

✅ Earn up to 74.7% of line haul revenue

✅ Industry-Leading Fuel Discounts – Save ~$5,000/year on average

✅ No Forced Dispatch – You choose your loads

✅ Tire & Parts Discounts

✅ Safety Bonus – Up to $3,000 annually

✅ Business Support – Accounting, load alerts & back-office help

✅ 24/7 Chaplain Support – Because your spirit matters too

✅ Pet & Rider Programs – Bring family along for the ride

✅ Virtual or In-Person Orientation – Your choice

✅ Medical Insurance Program Options


Limited availability – Apply today!


Requirements:

  • CDL A
  • 1 year of Verifiable OTR CDL A Experience


Why Contractors Choose Bennett:

  • Faith-based, family-first culture
  • You’re in business for yourself, not by yourself
  • We exist to serve people, create opportunity, make a difference, and honor God in all we do
  • We believe in loyalty, safety, financial strength, and giving back to the communities we serve


At Bennett, you don’t just lease on — you level up. Let’s build something meaningful together.

Apply