CDL-A Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express
Bennett Motor Express
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.
Vacancy posted 1 day ago
Similar jobs that could be interesting for youBased on the CDL-A Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express in Milwaukee, WI vacancy
$2,500 per month
...Diamond Transportation Signing OTR Owner Operators . Signing: OTR Owner Operators (Accepting Independent Contractors W/ Trucks), MUST... ...’t have any company trucks to compete with here! Job Requirements: MUST HAVE RGN, FLATBED & STEPDECK EXPERIENCE with...Class a cdlFor contractorsRelocation packageDiamond Transportation Services
Milwaukee, WI4 days ago$250k - $350k
...Logistics! We're expanding our operating network and looking for experienced Owner Operator independent... ...the legal and customer requirements for operation ~ Lease-... ...Possess a Valid Class A CDL License from your state... ...Experience Have an acceptable Motor Vehicle Record Pass a...Class a cdlFor contractorsLocal areaProficient Auto Transport
Milwaukee, WIa month ago$260k - $364k
...the first 10 owners a ONE TIME DEAL... ...candidates. We carry A+ rated AM Best... ...18. DSL Express is NOW HIRING OWNER OPERATORS who want to... ...: Expect OTR avg Gross 5K... ...have Class A CDL. Additional Endorsements... ...2+ yrs CDL Exp. Must have... ...but not required. We do allow...Class a cdlWeekly payContract workImmediate startNight shiftAfternoon shift- ...OTR Reefer Lease Purchase Drivers: Earn 82% Gross Line Haul... ...and becoming a truck owner all at the same time. Harpers... ..., All Automatics ~ OWNER OPERATORS WELCOME! Additional Benefits... ...Maintenance Program Requirements: Current CDL-A License Minimum 2 Year...Class a cdlFor contractors
Harpers
Milwaukee, WI2 days ago $2,800 - $7,000 per week
...Job Description Job Description CDL-A Owner Operator Truck Driving Opportunity Open Join... ...Personalized back-office support OTR, Regional, or Local routes available... ...cover your semi-annual DOT inspection Requirements: Must hold a valid CDL-A A total...Class a cdlLocal areaF2F Transport, LLC
Milwaukee, WIa month ago- ...Now Hiring: OTR Truck Drivers for 53' OPEN DECK STEPDECK or 53' Stepteck Conestoga... ...willingness to be OTR for 2 - 3 weeks. Requirements Valid CDL (Commercial Driver’s License) with a minimum... ...flatbed/stepdeck experience Clean MVR (Motor Vehicle Record) Ability to pass MVR...Class a cdlFull timeImmediate startFlexible hours
GOOD NEWS TRUCKING CORPORATION
Milwaukee, WI2 days ago $1,000 - $1,100 per week
...pay increase - Over-the-Road (OTR) Van Truckload truck driver... ...other week Experience: All CDL holders Overview ~ Predictable... ...Qualifications Valid Class A Commercial Driver’s License (CDL... ...national origin, sex, gender, gender expression, age, religion, sexual...Class a cdlHourly payWeekly payFull timeApprenticeshipRelocation packageSchneider
Milwaukee, WI3 days ago$200k - $250k
...Clean Harbors is looking for a OTR Class A Dry Van Owner Operator to join their safety conscious team in St... ...Department of Transportation (DOT) requirements/regulations Maintains daily logs... ...reports QUALIFICATIONS Class A CDL HAZMAT and Tanker endorsements...Class a cdlHourly payFull timeTemporary workClean Harbors
Milwaukee, WI4 days ago$1,500 - $2,000 per week
...Description This is true OTR with flexible freight ,... ...professional-level autonomy , strong operations support, and the ability to... ...rotation. There is no requirement such as “X days out = X... ...guarantees. Requirements ~ CDL Class A ~2+ years of verifiable...Class a cdlWeekly payFull timeSeasonal workFlexible hoursRenewable Transport Services
Milwaukee, WIa month ago- What Class A Cdl Company Driver 6mo Exp Requir... Showing 1591 Class A Cdl Company Driver 6mo Exp Required Otr Flatbed 106k Per Year Decker jobs in Menomonee Falls Drive with Purpose... ...Stock Ownership Program (ESOP) - Become part-owner of SMS and share in our success 401(k)...Class a cdlHourly payDaily paidFull timeTemporary workImmediate startFlexible hoursNight shift
$1,800 per week
...Carriers is a company operating the Largest Liquid Bulk... ..., Route, & Schedule OTR: Out 2-3 Weeks, Home 3-... ...years of age ~ Must have CDL A license ~1 Year... ...speeding tickets in any motor vehicle at or above 80... ...all essential functions required by the driver’s job description...Class a cdlHourly payWeekly payTemporary workLive inRelocationFlexible hoursQuality Carriers (search conducted by Drive My Way)
Milwaukee, WI25 days ago$29.54 per hour
...School Bus Driver – No Exp Needed – Training... ...Bus Drivers. Paid CDL training. Flexible... ...experienced drivers (CDL‑A/B, delivery,... ...Responsibilities: Safely operate a school bus on... ...record (no CDL required to start) Must have... ...gender identity, gender expression, genetic...Class a cdlHourly payWeekly payPart timeSummer workSeasonal workLocal areaImmediate startMonday to FridayFlexible hoursShift workWeekend workDay shiftDurham School Services
Milwaukee, WI3 days ago$3,500 - $5,000 per week
...Owner Operator | Dry Van Location: Milwaukee, WI Company... ...week Route Type: otr Start Date: ASAP... ...specialized work which requires us to fit into a uniquely... ...Age: 23 Class A At least 2 years of... ...OTR experience Clean motor vehicle record for the...Class a cdlWeekly payFull timeImmediate startFlexible hoursClark Transfer
Milwaukee, WI1 day ago$1,350 - $2,250 per week
...Overview HMD Trucking is hiring experienced CDL Class A drivers for Dry Van positions. We offer... ...license Minimum of 1 year of verifiable OTR driving experience No DUI/DWI in the last... ...training and development Equipment Drivers operate late-model trucks, including Peterbilt 57...Class a cdlWeekly payRelocation packageFlexible hoursNight shiftHMD Trucking
Milwaukee, WI3 days ago$8,000 - $10,000 per week
...looking for independent contractor teams (Owner Operators) to haul specialty freight across the... ...offer? Please call (***) ***-****. Job Requirements Experience Level: 6-12 months ~21 years or older ~ CDL A, 6 months OTR or regional (Cross state lines, elogs, sleeper...Class a cdlFull timeFor contractorsLocal areaRelocation packageCRST
Milwaukee, WIa month ago$2,760 per week
...5,000 sign-on bonus first installment in 2 weeks.OTR Regional | IL PA NJ OHNow hiring. Apply today.Our OTR CDL A Truck Drivers AVERAGE $2,760 Weekly Gross - Reset... ...Home Weekends**One Year Verifiable CDL A Experience Required to Apply**GT Expedited is hiring professional CDL...Class a cdlRelocation packageGT Expedited
Brookfield, WI4 days ago- ...Owner Operator | Refrigerated Location: Milwaukee, WI Company: Hermes... ...3.00 per mile Route Type: otr Start Date: ASAP About... ...Trailer rent (if applicable) Requirements *** DRIVER REQUIREMENTS *** 18mos minimum CDL-A OTR experience Clean MVR &...Class a cdlFull timeImmediate start
Hermes NVC Corp
Milwaukee, WI1 day ago $60k - $90k
...Driving Companies are hiring an Over-the-Road (OTR) Truck Driver to transport freight safely... ...-state routes near you! This position requires extended time on the road, strict... ...communicating with dispatch throughout each trip. Operate a Class A commercial tractor-trailer in...Class a cdlWeekly payLong distanceTrucker Jobs
West Allis, WI4 days ago$1,505 - $2,175 per week
...Overview HMD Trucking is hiring experienced CDL Class A drivers experienced with load securement... ...Minimum of 1 year of verifiable OTR driving experience No DUI/DWI in the last... ...training and development Equipment Drivers operate late-model trucks, including Peterbilt 56...Class a cdlWeekly payRelocation packageFlexible hoursNight shiftHMD Trucking
Milwaukee, WI3 days ago- ...your business! At Forward, we work with professional Owner Operators who want reliable freight, industry-leading miles and... ...and tear on their equipment. Forward Driver Requirements Valid Class A CDL Minimum 12 months of verifiable Class A CDL tractor...Class a cdlFor contractorsFlexible hours
Forward Air
West Allis, WI13 hours ago $1,300 - $1,800 per week
...About the job OTR CDL-A TRUCK DRIVERS: $.57 - $.64 CPM Looking for OTR drivers with a valid Class A License. A minimum... ..., PTO, and 401K with matching available after 30 days. Requirements: Experience: Minimum of 3 months experience in the last...Class a cdlCDL A Sense
Milwaukee, WI5 days ago$107.22k
...dedicated fleets. Drivers looking to stay out longer can go with our regional or national OTR fleets. Salary: Top 50% average $107,216 per year CPM: Starting pay $.68 to $.71 cpm Experience: One-year verifiable tractor trailer experience with a class A CDL...Class a cdlCrete Carrier
Milwaukee, WImore than 2 months ago$1,450 - $2,100 per week
...U.S. Xpress is Now Hiring OTR CDL-A Drivers Up to $4,000 Sign-On Bonus* - Top Earn $1,450 - $2,100+/Week Pay & More:... ...driver support ~ Tuition reimbursement ~ Pet insurance Requirements: Must have Class A License (CDL-A) At least 3 months...Class a cdlTemporary workImmediate startRelocation packageFlexible hoursU.S. Xpress
Milwaukee, WI5 days ago$12,000 per week
...Contracting CDL-A Teams HIGH GROSS. REAL FREEDOM - Up to $12K... .... Existing Team Drivers - Owner Operator Overview ~ Total control of... ...mileage that stacks income fast. OTR lanes are designed to keep... ...ranges $1.05-$3.50CPM. Drivers required to have inward facing cameras...Class a cdlRoad Runner
Milwaukee, WI1 day ago- ...Owner-Operator Contract Position MML Alliance hires experienced Owner-Operators with a box truck to run Over-the-Road (OTR) across 48 states. If you're an independent contractor/owner operator... ...takes a few hours and is required before loads can be assigned....Weekly payContract workFor contractorsImmediate startFlexible hours
MML Alliance
Milwaukee, WI5 days ago $70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits Don't Wait, Call Now! OTR Drivers: Average 2,000+ miles per week. Bonuses may be available. Count on consistent miles and paycheck with flexible home time that works for you. Regional Opportunities:...Class a cdlFull timeTemporary workRelocation packageFlexible hoursU.S. Xpress
Milwaukee, WI6 days ago$5,500 - $8,000 per week
...Non CDL Box Truck Owner-Operator (OTR) We are seeking committed contractors to run one of the OTR routes available What We Offer: ~... ...inspection bonus ~24/7 ELD and safety support Requirements: ~24' or 26' box truck (model year 2013 or newer)...For contractorsRelocation packageAlfa Freight USA LLC
Milwaukee, WI3 days ago$1,740 per month
...Description Job Description Job Requirements: • One Year Verifiable CDL A Experience Required in The Last 36... ...Job Description: CDL A W2 OTR Company Truck Drivers | Average... ...communications and transparency. Our entire operational model has been designed and...Class a cdlJS Helwig and Son LLC
Milwaukee, WIa month ago$7,000 - $9,000 per week
...Job Description Job Requirements: 23 years or olderSolid... ...Years ExperienceClean Motor Vehicle Record (MVR) Job Description: OTR DRIVERS $1,890.00 PER WEEK63 CENTS PER MILE Owner Ops and Lease Purchase... ...Description of Benefits: Owner Operators and Company drivers...Class a cdlWeekend workMeiborg Bros Inc
Milwaukee, WI10 days ago- ...Job Description Job Description CDL-A Owner Operator Jobs | Independent Contractor Opportunities REAL Security. REAL Freight. REAL Pay.... ...your time and hustle? At Freymiller, we offer consistent OTR freight, industry-leading fuel surcharge pay, and a network that...Class a cdlWeekly payFor contractors
Freymiller
Milwaukee, WImore than 2 months ago
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to CDL-A Owner Operator - 1yr EXP Required - OTR - Bennett Motor Express. Be the first to apply!
Related searches
- owner operators / fleet owners Milwaukee, WI
- owner operator tanker truck driver Milwaukee, WI
- team owner operator Milwaukee, WI
- owner operator straight truck Milwaukee, WI
- owner operator cargo van delivery Milwaukee, WI
- owner operator cdl a truck driver Milwaukee, WI
- local owner operator truck driver Milwaukee, WI
- owner operator driver Milwaukee, WI
- owner operator cargo van Milwaukee, WI
- owner operator truck driver Milwaukee, WI