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Owner Operator Jobs in Delaware (NOW HIRING)

Stewart Moving and Storage

Owner/ Operator

Dover, DE · On-site

Description Owner Operator- CDL Owner Operators can finally have the best of both worlds. Stewart Moving & Storage is an industry leader while still staying true to its family roots. We have grown ...

Forward Air

CDL-A Owner Operator Driver

Harrington, DE · On-site

$4.1K - $5.2K/wk

Contracting CDL-A Owner Operators * PAY THAT ADDS UP - Solo Owner Operators earn up to $1.31 per loaded mile* * LESS WEIGHT. MORE MONEY. - 99% no-touch, drop & hook freight * TOP PAY. TOP MILES ...

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Showing results 1-20

All JobsOwner Operator JobsOwner Operator Jobs in Delaware

Owner Operator information

See Delaware salary details

$644

$4.4K

$7.7K

How much do owner operator jobs pay per week?

As of Aug 7, 2026, the average weekly pay for owner operator in Delaware is $4,399.46, according to ZipRecruiter salary data. Most workers in this role earn between $2,405.77 and $6,544.23 per week, depending on experience, location, and employer.

What does an owner operator do?

The term Owner-Operator refers to a trucking professional who owns their truck and drives it as an independent contractor. Many companies hire independent operators to haul goods for them. Using contractors allows construction companies to keep pace with the rise and fall of demand for their products without the overhead cost of maintaining a fleet of vehicles that may be insufficient in one season and excessive in another. Owner-Operators need to hold a Commercial Driver's License (CDL) in the class that allows them to drive their vehicle and have sufficient training in operating and maintaining the machine. They can choose their own schedule and pick which jobs to take.

What are the key skills and qualifications needed to thrive as an owner operator, and why are they important?

To thrive as an Owner Operator, you need a valid commercial driver's license (CDL), strong knowledge of transportation regulations, and experience in truck driving and logistics. Familiarity with fleet management software, GPS navigation systems, and compliance tools like electronic logging devices (ELDs) is essential. Excellent time management, business acumen, and customer service skills help set top performers apart in this role. These skills and qualities are crucial for ensuring safe, efficient operations and building a successful, profitable transportation business.

Are owner operators making money?

Owner operators can make a profit depending on factors such as freight rates, operating costs, and efficiency. Successful owner operators typically manage expenses like fuel, maintenance, and insurance while securing consistent loads and maintaining good driving records. Earnings vary widely based on experience, routes, and market conditions.

What is an owner operator?

Owner operators are independent truck drivers or small business owners who own and operate their own commercial vehicles. They either lease their services to larger freight carriers or contract directly with clients to transport goods. Unlike company drivers, owner operators are responsible for managing their own business expenses, such as fuel, maintenance, insurance, and taxes. This role offers more autonomy and the potential for higher earnings, but it also comes with greater financial risk and responsibility.

What is the difference between Owner Operator vs Truck Driver?

AspectOwner OperatorTruck Driver
CredentialsCommercial Driver's License (CDL), business registrationCDL, basic driving license
Work EnvironmentOwn truck, self-managed scheduleCompany-owned trucks, set schedules
EmployerSelf-employed or independent contractorEmployers or carriers
Work FlexibilityHigh, controls own routes and hoursLimited, dictated by employer

Owner Operators own and operate their trucks, managing their own schedules and business. Truck Drivers typically work for a company, following set routes and schedules. The main difference lies in independence and business ownership, with Owner Operators having more control but also more responsibilities.

What are common challenges owner operators face when managing their own trucking business?

Owner Operators often encounter challenges such as maintaining cash flow, managing fluctuating fuel costs, and ensuring their vehicles are properly maintained to avoid unexpected downtime. Balancing administrative tasks—like scheduling, invoicing, and compliance—with time on the road can also be demanding. Building relationships with reliable clients or brokers and navigating complex regulations are crucial for long-term success. Staying organized and proactive in handling these responsibilities helps Owner Operators thrive in a competitive industry.
More about Owner Operator jobs
What are the most commonly searched types of Owner Operator jobs in Delaware? The most popular types of Owner Operator jobs in Delaware are:
What are popular job titles related to Owner Operator jobs in Delaware? For Owner Operator jobs in Delaware, the most frequently searched job titles are:
What job categories do people searching Owner Operator jobs in Delaware look for? The top searched job categories for Owner Operator jobs in Delaware are:
What cities in Delaware are hiring for Owner Operator jobs? Cities in Delaware with the most Owner Operator job openings:
What are popular job titles related to Owner Operator jobs in DE? For Owner Operator jobs in DE, the most frequently searched job titles are:
Owner Operator jobs near you
Infographic showing various Owner Operator job openings in Delaware as of August 2026, with employment types broken down into 43% Full Time, and 57% Contract. Highlights an 100% In-person job distribution, with an average salary of $228,772 per year, or $110 per hour.

Owner/ Operator

Stewart Moving and Storage

Dover, DE • On-site

Contractor

Re-posted 25 days ago

Job description

Description
Owner Operator-
CDL Owner Operators can finally have the best of both worlds. Stewart Moving & Storage is an industry leader while still staying true to its family roots. We have grown the organization strategically by developing our people - if this is the company culture you have been searching for; Stewart Moving & Storage might be where you belong.
We are seeking LOCAL & OTR Owner Operators that can lead a team of movers, communicate with stressed out customers, and provide the best possible experience to fellow employees and customers alike.
The ideal candidate will have a clean driving record and background check to gain access to government buildings and military bases:
Requirements:
• No Major Violations in past 5 years (Incl. DUI, Felony, Hit & Run, etc)
• 2 or less Minor Violations and 1 or less At Fault Accidents in past 36 months
• 3 or less Minor Violations and 0 At Fault Accidents in past 36 Months
The pay is competitive, the training thorough and customized to YOU- and advancement potential for the right candidate. Please apply to not just find your new job- but the career you've been searching for.

Apply