CDL A Truck Driver (1099) - $5,500 Onboarding Pay - Madison - WI
$5,500 per monthriverside transport
Contracting CDL-A Truck Drivers
- EARN TODAY. OWN TOMORROW - Up to $1,650 weekly take-home
- PAID TO GET STARTED - $5,000 sign-on bonus + $500 orientation pay
- EASY FREIGHT. EASY WEEKS. - 100% no-touch dry van , 60% drop & hook
Why Drive for Riverside Transport?
At Riverside Transport, drivers aren't just numbers on a board - they're part of the family. We focus on consistency, communication, and respect, building long-term relationships with drivers who want steady pay, reliable home time, and a company that puts people first.
Riverside offers flexible career options backed by dependable freight and a driver-first culture that's built to last.
Lease Purchase Truck Driver Overview
- Strong weekly take-home while you build ownership. Lease Purchase drivers average $1,400-$1,650 in weekly take-home pay, combining mileage pay, fuel surcharge, and accessorial earnings.
- Mileage pay that rewards every mile. Earn $1.30CPM + fuel surcharge on all miles, with safety and on-time performance bonuses built into the rate.
- Freight that keeps you moving. Run 100% no-touch dry van freight with 60% drop & hook, cutting dock time and keeping your wheels turning..
- A steady two-week rhythm. Run for about two weeks at a time, then head home with a predictable schedule that balances strong miles and real time off.
- Get paid to get rolling. Start with a $5,000 sign-on bonus plus $500 paid orientation as you transition into your truck.
Lease Purchase Program Details
- Low-barrier entry, no surprises. Get started with no money down, no credit check, and a true walk-away lease - no balloon payment required.
- Payments that stay manageable. Weekly truck payments start as low as $534/week after incentives, with fixed or per-mile payment options available.
- Shorter paths to ownership. Choose lease terms from 2.3 - 5.5 years, depending on the truck and payment structure you select.
- Maintenance protection built in. A full-service bumper-to-bumper maintenance program ($0.07-$0.14/mi) helps control costs and reduce unexpected expenses.
- Late-model equipment. Drive 2023-2025 Freightliner and International trucks, spec'd for comfort and reliability.
- Bring family along. Rider and pet policies available so you don't have to run solo.
Actual Lease P&L Example
Weekly Revenue: $4,020
- $3,120 base pay ($1.30/mi × 2,400 avg miles)
- $840 fuel surcharge
- $60 accessorial pay
Weekly Expenses: $2,392
- $1,217 estimated fuel
- $594 fixed truck payment
- $234 taxes & insurance
- $288 maintenance
- $59 base plates & miscellaneous
Estimated Weekly Take-Home Pay: $1,628
Please note that pay varies by route, location, experience level, and performance. There is no deadline to apply. Applications are accepted on an ongoing basis.
Driver Requirements
- Valid Class A CDL
- At least 22 years of age
- 6 months experience in last 24 mo.
- No substance abuse programs within the last 10 years
$1,500 - $2,000 per week
...Company Driver | Tanker Location: Madison, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: dedicated Start Date: ASAP About the Position We are looking for drivers from Crossett, AR - Green Bay, WI area...HgvFull timeImmediate start$1,380 - $1,690 per week
...Company Driver | Dry Van Location: Madison, WI Company: Schneider Pay: Competitive weekly... ...Dedicated truck driver - Dollar... ...Experience: All CDL holders Overview... ...backs. ~3-5 loads per... ...performance pay. ~$7,500 sign-on bonus... ...~ Valid Class A Commercial...HgvHourly payWeekly payFull timeApprenticeshipImmediate startRelocation package$5,000 - $13,000 per week
...Operator | Dry Van Location: Madison, WI Company: Forward Pay: $5,000 to $13,000 per week... ...the Position Keep Your Truck Moving. Keep More of What... ...earnings: $450,000–$500,000+ ~ Solo Owner Operators... ...'ll Need Valid Class A CDL Minimum 12 months of...HgvWeekly payFull timeImmediate startFlexible hours$1,450 - $1,900 per week
...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire... ...currently average between 10,500 and 13,000 miles a... .... No Northeast. Our CDL Drivers enjoy the... ...school and a valid Class A CDL ~ Smart phone...HgvBi-weekly payWeekly payFull timeImmediate start$1,564 - $2,000 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation Pay: $1,564 to $2,000 per week Route Type:... ...West Coast! ~4 Week Out, 5 Day Off Schedule ~ Late... ...,000+ yearly. If you have a Class A CDL and one years OTR experience...HgvFull timeImmediate start$1,564 - $2,200 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation Pay: $1,564 to $2,200 per week Route Type:... ...bonuses worth approximately 5 CPM boosting their pay to... ...earn $75,000+ yearly. Have a Class A CDL and 1 years OTR experience?...HgvFull timeLive inImmediate start$95k - $104k
...Company Driver | Refrigerated Location: Madison, WI Company: CRST, The Transportation Solution Pay: Competitive weekly pay (inquire for details... ...looking for Experienced CDL A Team Truck Drivers to Haul... ...~ Safety bonus from $500 to $2,500 annually ~...HgvWeekly payFull timeLocal areaImmediate startRelocation package$256k - $272k
...Company Driver | Flatbed Location: Madison, WI Company: CRST, The Transportation Solution Pay: Competitive weekly pay (inquire... ...the Position CDL-A Flatbed Independent Contractor Truck Drivers – Owner Operators... ...& Bonuses: ~$2,500 Sign-On Bonus ~ Annual...HgvWeekly payFull timeFor contractorsLocal areaImmediate startRelocation package$1,450 - $1,900 per week
...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details)... ...Transport is hiring full time class A CDL drivers for OTR and Regional... ...50 per month) ● Average 10,500-12500 miles/month ● Paid...HgvWeekly payFull timeImmediate startLong distance$100k
...Company Driver | Flatbed Location: Madison, WI Company: Western Express Pay: $0.48 to $0.63 per mile Route Type: otr... ...pre-tarped ! ~ Dependable trucks : Well-maintained fleet equipped... ...YOU THE TRAINING YOU NEED! (CDL-A required) INTERESTED IN BEING...HgvFull timeImmediate start$80k
...Company Driver | Flatbed Location: Madison, WI Company: Western Express Pay: $0.40 to $0.48 per mile Route Type: otr, regional... ...for entry level company truck drivers and driver trainers.... ...YOU THE TRAINING YOU NEED! (CDL-A required) INTERESTED IN...HgvFull timeImmediate start$1,725 - $2,200 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation Pay: $1,725 to $2,200 per week Route Type: dedicated... ...that we don’t get to by truck, we fly you home for... ...Ready to join them? If you have a CDL A and 1 years experience call...HgvFull timeImmediate start$1,518 - $1,900 per week
...Company Driver | Refrigerated Location: Madison, WI Company: K&B Transportation Pay: $1,518 to $1,900 per week Route Type: dedicated, otr, regional Start... ...+ yearly ! Ready to join them? If you have a CDL A and 1 years experience call (844) 657-175...HgvFull timeImmediate start$8,000 - $14,000 per week
...Van Location: Madison, WI Company: JIDO FREIGHT LLC Pay: $8,000 to $14,000... ...have your own Semi Truck! What we are offering... ...-Force Dispatch ~1099 Position for... ...discuss during the onboarding process Perks &... ...years old ~6+ months CDL-A experience ~ Valid...HgvFull timeImmediate startFlexible hours$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & BenefitsDon't Wait, Call Now! OTR Drivers: Average... ...every week. Average 1,500 - 2,000+ miles per week.... ...available. Team Drivers: $5,000 Sign-On Bonus/split... ...PandoLogic. Keywords: Truck Driver, Location: Madison, WI - 53792...HgvTemporary workRelocation packageFlexible hours$3,500 - $5,000 per week
...Van Location: Cottage Grove, WI Company: Clark Transfer Pay: $3,500 to $5,000 per week Route Type: otr... ...or APPLY NOW! Requirements Truck Driver Requirements Must be an Owner... ...Operator Minimum Age: 23 Class A At least 2 years of verifiable...HgvWeekly payFull timeImmediate startFlexible hours$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits Don't Wait, Call Now! OTR Drivers: Average... ...every week. Average 1,500 - 2,000+ miles per week.... ...split with an average of 5,000 miles per week!$0.72... .... Keywords: Truck Driver, Location: Madison, WI - 53792...HgvFull timeTemporary workRelocation packageFlexible hours$1,450 - $1,950 per week
...Company Driver | Dry Van Location: Madison, WI Company: Terminal Transport, Inc. Pay: $1,450 to $1,950 per week Route Type: otr Start Date: ASAP... ...About the Position If you're looking for a trucking company where you're respected as a driver...HgvWeekly payFull timeImmediate startNight shift$650 per month
...Company Driver | Dry Van Location: Madison, WI 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...HgvWeekly payFull timeImmediate startFlexible hoursNight shift$650 per month
...Company Driver | Dry Van Location: Madison, WI 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...HgvWeekly payFull timeImmediate startRelocation packageFlexible hours- ...Company Driver | Dry Van Location: Madison, WI Company: Poly-Trucking Pay: $0.70 per mile Route Type: otr Start Date: ASAP About the... ...State requirements for certification and CDL Licensing for Class A, including a current DOT physical/drug screen...HgvFull timeImmediate start
$95k - $105k
...Company Driver | Dry Van Location: Madison, WI Company: CRST, The Transportation Solution Pay: Competitive weekly pay (inquire for details... .... We are looking for a CDL Class A Driver to drive regional... ...~ Automatic Transmissions trucks ~ Driver will be...HgvWeekly payFull timeSeasonal workLocal areaImmediate startRelocation package$1,500 - $2,000 per week
...Company Driver | Tanker Location: Cottage Grove, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr Start Date: ASAP About... ...Must have a valid class A license Must also have a valid tank...HgvFull timeImmediate startFlexible hours$1,500 - $2,000 per week
...Company Driver | Tanker Location: Cottage Grove, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr, regional Start Date: ASAP... ...4sbi.com. Requirements ~ Class A license ~ X endorsement ~1y class A...HgvFull timeImmediate start$1,500 - $2,000 per week
...Company Driver | Tanker Location: Cottage Grove, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr, regional Start Date: ASAP... ...Jobs Link. Requirements ~ Class A license ~ X endorsement ~ Hazmat tanker...HgvFull timeImmediate start$1,500 - $1,700 per week
...dedicated opportunity for drivers who take pride in... ...with top-tier pay—$0.82 - $0.85 CPM,... ...training, and a $2,500 sign-on bonus. You... ...IL, IN, KY, MI, and WI. You'll have consistent... ...Must have Class A License (CDL A) & 21 years or... ...accidents in the last 5 years. No...HgvTemporary workRelocation packageFlexible hours$85k - $125k
...Now Hiring CDL A Drivers As a driver at Werner Enterprises, you have the... ...We have over 250 home time and pay packages available! Call one of... ...T680s, Peterbilt 579s ~ Trucks are equipped with collision mitigation... ...~ Average truck age of 2.5 years ~ Affordable health benefits...HgvWeekly payImmediate startRelocation package$93.6k
...Hiring CDL-A Truck Drivers ONE COMPANY. MANY PATHS - OTR & dedicated opportunities PAY YOU CAN PLAN AROUND - Earn up to $93,600 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 paid orientation* Why Drive for Riverside Transport? At Riverside...HgvTemporary workRelocation packageFlexible hours$2,000 per week
...Hiring CDL-A Truck Drivers PAY THAT DELIVERS - Earn up to $120,000 per year* SPECIALIZED FREIGHT, STRONG START - Drivers get a $2,500 sign on bonus* PERKS THAT STACK - 100% paid medical premium, paid holidays, bonuses & more Why Drive for E.W. Wylie? Choosing...HgvRelocation packageFlexible hours$88.4k
...Hiring CDL-A Truck Drivers PAY THAT SHOWS UP - Earn up to $88,400 per year* GET PAID TO GET STARTED - $1,500 sign-on bonus + $500 orientation pay* EASY FREIGHT. EASY WEEKS - 100% no-touch dry van hauling Why Drive for Riverside Transport? At Riverside Transport...HgvDaily paidTemporary workRelocation packageFlexible hours
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