CDL-A Dry Van Owner Operator in Wisconsin
$100 per daySweet Express LLC
Owner Operator | Dry Van
Location: Wisconsin
Company: Sweet Express LLC
Pay: Competitive weekly pay (inquire for details)
Route Type: otr
Start Date: ASAP
About the Position
We’ve recently added a large number of new 2026 trucks to our fleet, giving drivers access to the latest, well-equipped equipment. As part of a family-oriented group of companies, we’re committed to integrity, second chances, and putting people before profits. We provide stable dry van freight, modern equipment, and highly rewarding pay packages for safety-focused CDL-A drivers.
Company Driver (W-2) Highlights
- Competitive Pay : Earn up to 56 CPM (based on experience) with consistent average weekly mileage of 2,700–3,300 miles.
- 70% Drop and Hook ~ 70% Contracted/Customer Freight
- Home Time : Flexible tiered options that reward longer runs — 14 days out / 2 days home, up to 12 weeks out / 10 days home.
- Running Area : All 48 states with no forced dispatch to NYC.
- Equipment : 2020-2026 Kenworths, Freightliners, and Internationals — fully equipped with APUs, refrigerators, and ELD tablets. Governed at a comfortable 70 mph.
- Additional Pay : Breakdown/Layover ($100 per day after the first 24 hours), Detention ($15 per hour after 2–3 hours), and Stop Pay.
- Benefits : Comprehensive elected benefits including health, dental, vision, 401k, and life insurance (starting the 1st of the month following hire). PTO available.
- Pet & Rider Policy Available
Lease Purchase Owner Operator (1099) – MTE Leasing Highlights
- High Earnings Potential: Keep 80% of gross on every load with top drivers earning up to $300,000 annually.
- Low Entry Cost: Flexible payment plans and 0% interest options available (no credit check).
- Fleet: Late-model trucks (2020–2025) including Kenworths, Freightliners, and Internationals, with new units continuously added.
- Bonuses & Perks: $500 bonus 30 days post-hire, $500 bonus for every 10,000 loaded miles, plus full access to safety inspection bonuses, Love’s fuel, parts, maintenance, and tire discounts.
- Freedom & Support: Be your own boss with flexible home time. Run under Sweet Express authority with weekly settlements and full back-office support (plates, IFTA, etc. at cost).
- Pet & Rider Policy Available
Requirements
- Must have 3 months of recent, verifiable tractor-trailer experience pulling 48-53ft trailers (Class A)
- Must have a valid CDL-A
- Must have a valid DOT medical card
- SAP Applicants must be completed with Step 5 of the RTD process
- Must be able to pass a road test
- Must be able to pass a DOT drug screen
$8,000 - $14,000 per week
...Owner Operator | Dry Van Location: Wisconsin Company: JIDO FREIGHT LLC Pay: $8,000 to $14,000 per week Route Type: otr Start Date:... ...Sleeper Truck ~ Minimum 21 years old ~6+ months CDL-A experience ~ Valid Class A CDL ~ Current DOT Medical...Class a cdlVanFull timeImmediate startFlexible hours$200,000 - $250,000 per week
...Owner Operator | Dry Van Location: Wisconsin Company: J.B. Hunt Pay: $200,000 to $250,000 per week Route Type: otr Start Date: ASAP About the Position J.B. Hunt has CDL-A owner operator jobs available! Stay moving and stay profitable with...Class a cdlVanFull timeImmediate start$3,500 - $5,000 per week
...Owner Operator | Dry Van Location: Wisconsin Company: Clark Transfer Pay: $3,500 to $5,000 per week Route Type: otr Start Date: ASAP... ...Must be an Owner Operator Minimum Age: 23 Class A At least 2 years of verifiable OTR experience Clean...Class a cdlVanWeekly payFull timeImmediate startFlexible hours$6,000 - $8,000 per week
...Owner Operator | Dry Van Location: Wisconsin Company: JIDO FREIGHT LLC Pay: $6,000 to $8,000 per week Route Type: regional Start Date: ASAP About the Position Are you a Class-A CDL driver with your own truck? Looking to maximize your earnings...Class a cdlVanWeekly payFull timeImmediate startFlexible hours$600 per month
...Owner Operator | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type... ...100 employee company) is hiring full time class A CDL drivers for OTR and Regional positions. Call for...Class a cdlVanWeekly payFull timeImmediate startRelocation packageLong distance$5,500 - $13,000 per week
...Owner Operator | Dry Van Location: Wisconsin Company: Forward Pay: $5,500 to $13,000 per week Route Type: dedicated, ltl, otr, regional... ...Requirements What You'll Need Valid Class A CDL Minimum 12 months of verifiable Class A CDL tractor...Class a cdlVanWeekly payFull timeImmediate startFlexible hours$650 per month
...Owner Operator | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position Regional Drivers Needed ~ Consistent + Flexible...Class a cdlVanWeekly payFull timeImmediate startRelocation packageFlexible hours$650 per month
...Owner Operator | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position OTR Drivers Needed Consistent + Flexible home...Class a cdlVanWeekly payFull timeImmediate startFlexible hoursNight shift$650 per month
...Owner Operator | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position OTR Drivers Needed Consistent + Flexible home...Class a cdlVanWeekly payFull timeImmediate startFlexible hoursNight shift$1,500 per month
...Company Driver | Dry Van Location: Wisconsin Company: K1 TRANSFREIGHT INC Pay: $0.70 to $1.00 per mile Route Type: otr Start Date: ASAP About the Position Hiring CDL Drivers 1500$ SIGN IN BONNUS K1 TRANSFREIGHT INC 199 Shepard Ave....Class a cdlVanFull timeImmediate start$3,400 per week
...Company Driver | Dry Van Location: Wisconsin Company: Western Express Pay: $0.40 to $0.73 per mile Route Type: otr, regional... ...EXPERIENCE NECESSARY ! WE WILL GIVE YOU THE TRAINING YOU NEED! (CDL-A required) INTERESTED IN BEING A DRIVER TRAINER? Drive...Class a cdlVanFull timeImmediate start- ...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: Competitive weekly pay (inquire for details) Route... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanWeekly payFull timeImmediate start
$3,600 - $8,200 per week
...Owner Operator | Dry Van Location: Wisconsin Company: K1 TRANSFREIGHT INC Pay: $3,600 to $8,200 per week Route Type: otr Start Date: ASAP About the Position K1 TRANSFREIGHT INC NOW HIRE OO We are the home for owner-operators, with us...Class a cdlVanFull timeImmediate start$4,000 per week
...Company Driver | Dry Van Location: Wisconsin Company: Longistics Pay: Competitive weekly pay (inquire for details) Route Type... ...Requirements: Must be 24 years of age Must have a Class A CDL (no endorsements required) Must have a Clean MVR and Background...Class a cdlVanWeekly payDaily paidFull timeImmediate startRelocation package$100 per day
...Company Driver | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: $0.50 to $0.56 per mile Route Type: otr... ...-trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP Applicants...Class a cdlVanHourly payFull timeImmediate start$7,000 per week
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: Competitive weekly pay (inquire for details) Route... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanWeekly payFull timeImmediate startRelocation package$100 per hour
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: $0.50 to $0.56 per mile Route Type: otr Start... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanFull timeImmediate startFlexible hours$300k
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: Competitive weekly pay (inquire for details) Route... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanWeekly payFull timeSummer workImmediate startFlexible hours$100 per day
...Company Driver | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: $0.50 to $0.56 per mile Route Type: otr... ...-trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP Applicants...Class a cdlVanFull timeImmediate startFlexible hours2 days per week$5,000 per month
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: Competitive weekly pay (inquire for details) Route... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanWeekly payFull timeImmediate start$1,450 - $1,900 per week
...Company Driver | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: Competitive... ...that area as well. No Northeast. Our CDL Drivers enjoy the following benefits:... ...months not including driving school and a valid Class A CDL ~ Smart phone...Class a cdlVanBi-weekly payWeekly payFull timeImmediate start- ...Company Driver | Dry Van Location: Wisconsin Company: Poly-Trucking Pay: $0.70 per... ...requirements for certification and CDL Licensing for Class A, including a current DOT physical... ...Interstate Commerce, Class A Vehicle Operation and the transportation of freight...Class a cdlVanFull timeImmediate start
$300k
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: Competitive weekly pay (inquire for details) Route... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanWeekly payFull timeImmediate startFlexible hours$1,450 - $1,900 per week
...Company Driver | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details)... ...our fleet! Terminal Transport is hiring full time class A CDL drivers for OTR and Regional positions. Responsibilities...Class a cdlVanWeekly payFull timeImmediate startLong distance$1,450 - $1,900 per week
...Company Driver | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details)... ...our fleet. Terminal Transport is hiring full time class A CDL drivers for OTR and Regional positions out of Wisconsin....Class a cdlVanWeekly payFull timeImmediate startLong distance$5,000 per month
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: Competitive weekly pay (inquire for details) Route... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanWeekly payFull timeImmediate startFlexible hours$300k
...Company Driver | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: $0.4... ...Company Driver or take control as an Owner Operator, we've got a path for you with... ...pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT...Class a cdlVanFull timeImmediate startFlexible hours$100 per day
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: $0.50 to $0.56 per mile Route Type: otr Start Date: ASAP... ..., and strong earning potential for safety-focused CDL-A drivers. Company Driver (W-2) Competitive Pay :...Class a cdlVanFull timeImmediate startFlexible hours$1,450 - $1,950 per week
...Company Driver | Dry Van Location: Wisconsin Company: Terminal Transport, Inc. Pay: $1,450 to $1,950 per week Route Type: otr... ...Equipment: 2023 or newer Freightliners & Internationals ~ Operating Area: Midwest, Midatlantic, South, No New England, No...Class a cdlVanWeekly payFull timeImmediate startNight shift$7,000 per week
...Owner Operator | Dry Van Location: Wisconsin Company: Sweet Express LLC Pay: Competitive weekly pay (inquire for details) Route... ...trailer experience pulling 48-53ft trailers (Class A) Must have a valid CDL-A Must have a valid DOT medical card SAP...Class a cdlVanWeekly payFull timeImmediate startRelocation packageFlexible hours
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