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Owner Operator Team Jobs in Delaware (NOW HIRING)

Stewart Moving and Storage

Owner/ Operator

Dover, DE · On-site

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.

Forward Air

CDL-A Owner Operator Driver

Harrington, DE · On-site

$4.1K - $5.2K/wk

If you're looking for a partner that treats your business like it matters, Forward Air is ready to move you forward, solo or as a team. CDL-A Solo Owner Operator Overview * Pay built for owner ...

Chick-fil-A

Front of House Team Member

Millsboro, DE

$15 - $19/hr

In addition to working directly for an independent Owner/Operator, Team Members gain life experience that goes far beyond serving a great product in a friendly environment. Team Members are ...

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All JobsOwner Operator Team JobsOwner Operator Team Jobs in Delaware

Owner Operator Team information

See Delaware salary details

$644

$4.4K

$7.7K

How much do owner operator team jobs pay per week?

As of Aug 24, 2026, the average weekly pay for owner operator team 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 is an owner operator team?

Owner Operator Teams are pairs of professional truck drivers who jointly own or lease their own truck and operate it as a business, rather than working as company employees. They are responsible for managing all aspects of their trucking business, including maintenance, scheduling, and finances, while typically driving long-haul routes together to maximize efficiency and earnings. Owner Operator Teams often benefit from higher pay rates due to their ability to cover more miles and deliver freight faster by taking turns driving.

What are some common challenges owner operator teams face when managing their own business and fleet operations?

Owner Operator Teams often encounter challenges such as managing fluctuating fuel costs, staying compliant with changing regulations, and maintaining their vehicles to minimize downtime. Additionally, balancing administrative tasks like billing, scheduling, and record-keeping with driving responsibilities can be demanding. Effective communication and coordination within the team are crucial for maximizing efficiency and ensuring timely deliveries, which can directly impact profitability and customer satisfaction.

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

To thrive as an Owner Operator Team, you need a valid commercial driver's license (CDL), extensive driving experience, business acumen, and a strong safety record. Familiarity with fleet management software, electronic logging devices (ELDs), and basic vehicle maintenance tools is essential. Excellent teamwork, communication, and problem-solving skills help you effectively coordinate routes, manage schedules, and handle unexpected challenges on the road. These skills and qualities are crucial to ensure safe, efficient transport operations and long-term business success.

What is the difference between Owner Operator Team vs Solo Owner Operator?

AspectOwner Operator TeamSolo Owner Operator
Credentials/CertificationsCommercial Driver's License (CDL), trucking experienceCommercial Driver's License (CDL), trucking experience
Work EnvironmentOperate as part of a team, shared responsibilitiesOperate independently, full control over routes
Employer/Industry UsageUsed by carriers hiring team drivers for efficiencyUsed by independent drivers managing their own business
Search/Comparison IntentLooking for team-based owner operator opportunitiesSeeking solo owner operator roles

Owner Operator Team roles involve drivers working together, sharing loads and responsibilities, often for larger carriers. Solo Owner Operators operate independently, managing their own routes and loads. Both require CDL and trucking experience, but differ mainly in work structure and environment.

Owner Operator Team jobs near you
Infographic showing various Owner Operator Team job openings in Delaware as of August 2026, with employment types broken down into 1% As Needed, 76% Full Time, 19% Part Time, and 4% Contract. Highlights an 90% Physical, 2% Hybrid, and 8% Remote 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 11 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