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Local Owner Operator Jobs in Milton, FL (NOW HIRING)

SE Independent

CDL A Owner-Operators

Pensacola, FL · On-site

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Gulf Breeze, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Hurlburt Field, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Gulf Breeze, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL · On-site

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Mary Esther, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

SE Independent

CDL A Owner-Operators

Pensacola, FL

$100K - $150K/yr

Owner Operator CDL / Non-CDL Truck Driver Home Daily | $2,500 Weekly Potential Job Requirements ... Home daily with local routes * Day shift schedule * Weekly earning potential around $2,500 * 1099 ...

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Showing results 1-20

All JobsLocal Owner Operator JobsLocal Owner Operator Jobs in Milton, FL

Local Owner Operator information

See Milton, FL salary details

$577

$3.9K

$6.9K

How much do local owner operator jobs pay per week?

As of Aug 7, 2026, the average weekly pay for local owner operator in Milton, FL is $3,938.02, according to ZipRecruiter salary data. Most workers in this role earn between $2,153.85 and $5,857.69 per week, depending on experience, location, and employer.

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

Local Owner Operators often encounter challenges such as managing fluctuating fuel costs, maintaining their vehicles, and balancing administrative tasks with driving responsibilities. Since they typically operate independently, they must also navigate securing consistent loads and building strong relationships with local clients. Staying organized, regularly maintaining equipment, and leveraging load boards or working with reliable brokers can help address these challenges and ensure steady business. Networking with other operators and staying informed about local regulations can also provide valuable support.

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

To thrive as a Local Owner Operator, you need a commercial driver's license (CDL), a clean driving record, business acumen, and knowledge of local routes and regulations. Familiarity with fleet management software, electronic logging devices (ELDs), and truck maintenance tools is typically required. Strong time management, self-motivation, and customer service skills help you excel in this role. These skills ensure safe, efficient deliveries, compliance with regulations, and the successful operation of your independent trucking business.

How do local owner operators find jobs?

Local owner operators find jobs through load boards, broker networks, and direct relationships with shippers or carriers. Building a strong reputation, maintaining proper licensing and insurance, and utilizing industry-specific tools can help secure consistent work and better freight opportunities.

What is the difference between Local Owner Operator vs Local Truck Driver?

AspectLocal Owner OperatorLocal Truck Driver
CredentialsCommercial Driver's License (CDL), vehicle ownershipCDL, no vehicle ownership
Work EnvironmentOperates own or leased truck within local routesDrives company-owned trucks within local routes
Employer & Industry UsageIndependent contractor or small fleet owner in freight/logisticsEmployee of a trucking company or carrier
Search & Comparison IntentYesNo

In summary, a Local Owner Operator owns and operates their own truck, often working independently or as part of a small fleet, while a Local Truck Driver typically works as an employee for a company, driving company-owned trucks within local routes. Both roles require a CDL, but ownership and employment status differ significantly.

What is a local owner operator?

A Local Owner Operator is a self-employed truck driver who owns and operates their own vehicle, typically working within a specific geographic region or city rather than long-haul routes. They contract with companies or freight brokers to transport goods locally, allowing for more predictable schedules and regular home time. As business owners, they are responsible for maintaining their trucks, managing expenses, and complying with all relevant regulations. Many local owner operators enjoy the independence and flexibility the role provides.
What are popular job titles related to Local Owner Operator jobs in Milton, FL? For Local Owner Operator jobs in Milton, FL, the most frequently searched job titles are:
What cities near Milton, FL are hiring for Local Owner Operator jobs? Cities near Milton, FL with the most Local Owner Operator job openings:
Local Owner Operator jobs near you
Infographic showing various Local Owner Operator job openings in Milton, FL as of August 2026, with employment types broken down into 1% As Needed, 67% Full Time, 30% Part Time, and 2% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $204,777 per year, or $98.5 per hour.

Owner/ Operator

Stewart Moving and Storage

Pensacola, FL • On-site

Contractor

Re-posted 24 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