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
$1,350 - $2,250 per week
...Requirements ~1 year of CDL-A OTR experience ~... .../DWI in the last 5 years ~ No more... ...bonus ~$2,500 sign-on bonus ~... ...~ Detention Pay: $25 per hour after... ...country routes from Madison, WI with HMD Trucking, delivering dry van... ...OTR experience to a driver-focused team....HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shift$175 per hour
...~ Hiring Location: Madison, WI Additional Perks... ...~ Recent CDL Holders or Recent Grads... ...Benefits Top Drivers Earn up $0.88 CPM and... ...Average age of our trucks is 2 years and all... ...the East Coast that pay on the way out there... ...Requirements Valid Class A CDL Must have at...Hgv$1,260 - $1,650 per week
...Requirements ~1 year of CDL-A OTR experience... ...DWI in the last 5 years ~ No... ...home ~$2,500 sign-on bonus... ...miles (company drivers only) ~ Extra Stops... ...~ Detention Pay: $25 per hour after... ...routes from the Madison hub, delivering... ...of 500+ modern trucks Candidates...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shift$28 - $32 per hour
...Job Description Job Description Job Title: CDL A or B Driver - Semi-Trailer, Flatbed & Moffett, Box Truck Delivery Driver Location: Madison, WI Pay: $28 - $32+/hr depending on experience Schedule • Monday – Friday • Start time between 6:00 AM –...HgvLocal areaMonday to Friday$1,370 - $2,270 per week
...Requirements ~1 year of CDL-A OTR experience ~... .../DWI in the last 5 years ~ No more... ...hazmat ~$2,500 sign-on bonus ~... ...miles ~ Detention Pay: $25 per hour after... ...description Benefit Trucking leads in driver satisfaction and safety in Madison, WI. Join our fleet...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shift$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 more...HgvTemporary workRelocation packageFlexible hours$1,505 - $2,175 per week
...Requirements ~1 year of CDL-A OTR experience ~6... ...DUI/DWI in the last 5 years ~ No more than... ...Bonus: $2000 ~ Load Pay ~ Empty Miles: Paid... ...loaded miles (company drivers only) ~ Extra Stops:... ...your career with HMD Trucking in Madison, WI, hauling flatbed freight...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shift$1,600 per week
...Hiring CDL-A Truck Drivers TOP DRIVERS EARN - Up to $90,000 per year* INCENTIVES THAT ADD UP - Bonuses, accessorial pay + more* YOUR CAREER, UPLEVELED - Paid flatbed training and orientation... ...equipment averaging less than 2.5 years old, backed by 24/7 dispatch...Hgv$1,171.4 - $2,106.07 per week
...System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. You will be... ...metals. Join our team for competitive pay, excellent benefits, a great work-life... ...~ Able to lift a 90-pound tarp onto a 5-foot platform (tested during orientation...HgvWeekly pay$112k
...Hiring CDL-A Truck Drivers PAY THAT DELIVERS - Earn up to $112,000 per year* STACK THE BONUSES - Up to $0.05/mi monthly + up to $5,000 sign-on* ROLL, DON'T LOAD - 100% no-touch flatbed freight Why Drive for Decker Truck Line? At Decker Truck...HgvRelocation package$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$92k
...Hiring CDL-A Truck Drivers PAY THAT GOES THE DISTANCE - Drivers can earn $0.55 - $0.66CPM* EQUIPMENT YOU CAN TRUST - Modern trucks, steady freight... ...$0.60 - $0.66CPM* based on experience. Limited time $2,500 sign-on bonus!* Consistent miles with a predictable schedule...HgvRelocation 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$200 per day
...Dollar General Fleet is hiring Class A CDL Truck Drivers for regional home weekly routes. As a DG Fleet... .... What You'll Earn Mile and Stop pay Quarterly Safety Bonuses Holiday... ...Weeks ~7 Years — 4 Weeks ~15 Years — 5 Weeks 11 Paid Holidays Every Year...HgvWeekly payFull timeTemporary work$1,400 - $1,600 per week
...Knows Your Name Tired of mega carriers where drivers feel like a truck number? Western Dairy Transport (WDT ) is hiring OTR CDL-A Tanker Drivers across the I-80 I-90... ...WHY DRIVERS CHOOSE WDT • Average Weekly Pay: $1,400-$1,600 • Flexible Home Time • Reliable...HgvWeekly payFlexible hours$8,000 - $10,000 per week
...Operator | Dry Van Location: Madison, WI Company: CRST, The Transportation Solution Pay: Competitive weekly pay... ...and schedule. Run your truck and enjoy the profits of... ...Driving lower 48 states Driver assist position -... ...Requirements 21 years or older CDL A, 6 months OTR or...HgvWeekly payFor contractorsLocal areaImmediate startRelocation package$70k
...CDL-A Truck Drivers: GREAT ROUTES AVAILABLE! Top Pay & Benefits OTR Drivers: Average 2,000+ miles per week. Bonuses may... ...'ll be home every week. Average 1,500 - 2,000+ miles per week. Bonuses... ...On Bonus /split with an average of 5,000 miles per week! $0.72 -$0.80 CPM...HgvTemporary workRelocation packageFlexible hours$1,650 per week
~ Solo Drivers: 2,000+ Miles Per Week On Average ~ Up to $7,500 Sign On Bonus ~ Top 20% of... ...with an average of 5,500 miles per... ...CPM Split Starting Pay ~ Our teams average... ...Freight with this truck driving job... ...Must have Class A License (CDL A) & 21 years or older...HgvTemporary workRelocation packageFlexible hours$1,900 per week
...CDL A Regional Driver No Experience Required Antigo WI Compensation 1200-1900 Frequency weekly... ...CDL-A OTR / Regional Truck Driver | Up to $1,900/Week... ...and earn strong weekly pay. Whether you are an experienced... ..., Keywords:Class A Driver, Location:Madison, WI-53792HgvWeekly payDaily paidFull timeTemporary workImmediate startFlexible hours$75k
...Hiring CDL-A Truck Drivers PREMIUM PAY, EVERY DAY - Experienced drivers start at 70 CPM BIG BONUS, BETTER BENEFITS - $1,000 sign-on + PTO + full benefits WEEKLY HOME TIME TO STAY FRESH - Get home every weekend! Why Drive for K&B Transportation? K&B Transportation...HgvRelocation package$117k
...Hiring CDL-A Drivers DECK VAN POSITION - Earn up to $104,000 per year DRIVER FRIENDLY... ...and off the road. We offer competitive pay, comprehensive benefits, late-model... ...~ Pet & rider policies ~ Late-model trucks equipped come with TVs, refrigerators, inverters...Hgv$1,800 - $2,500 per week
...is hiring full-time CDL A OTR Dry Van Drivers Nationwide. At... ...~ Average weekly pay range: $1,800 - $2,500 ~58 - 65 CPM experience... ...1 year of service: 5 days After 3 years... ...approval Take your truck home program Home... ...IN, Kansas City KS, Madison WI, Lancaster PA, Reno...HgvHourly payWeekly payFull time1 day per week$1,725 per week
Hiring CDL-A Truck Drivers FLEXIBLE OPTIONS - Regional, OTR, and Home Weekly jobs HIGH-END PAY - OTR drivers earn 82CPM; up to $2,350/wk HIRING NATIONWIDE - Company jobs, 100% no-touch freight Why Drive for K&B Transportation? It's pretty simple-we're a no-nonsense, no-...HgvWeekly payFlexible hours$108k
...Hiring OTR CDL-A Drivers TOP PAY, REAL RESULTS - Earn up to $108,000 per year... ...START STRONG, STAY STRONG - $1,500 sign-on + $1,000... ...succeed, we succeed. Reefer Truck Driver Overview ~ Top pay... ...within the last 3 years ~1099 Contractors: 1 year of...HgvFor contractorsRelocation package- ...TransAm Trucking Company Truck Driver Jobs TransAm Trucking is now hiring company CDL-A truck drivers for long-haul career opportunities! Apply today and enjoy life on the road with competitive pay and benefits, top-of-the-line equipment, and plenty of great driver rewards...HgvWeekly payDaily paidLocal areaImmediate start
$2,200 - $3,100 per week
...Requirements ~ CDL Class A ~ Minimum 1 year of verifiable OTR experience... ...miles paid) ~ Additional pay when hauling Hazmat ~3,000+... ...& Ops Managers are former drivers) ~ Full-Time, steady work... ...on long-haul assignments from Madison, WI with a focus on hazardous material...Extra incomeFull timeRelocation packageFlexible hours$96k
...Hiring CDL-A Truck Drivers PAY THAT KEEPS GROWING - Earn up to $96,000/yr + scheduled raises built in* GREAT HOME TIME OPTIONS - Home as often as weekly STRONG START TO HIT THE ROAD - Sign on bonus available Why Drive for Transco Lines? We know being a driver...HgvExtra incomeWork at officeRelocation package$75 per hour
...months of recent Class A experience, you can step into a high-paying, reliable regional... ...miles (averaging 2,500/week) and an excellent... ...a highly desirable 5 days on, 2 days off... ...Fast Start: $500 Onboarding Bonus. First 6-Month... ...a current Class A CDL. Must have at...HgvDaily paid$1,900 - $2,400 per week
...actively hiring experienced Class A CDL Solo OTR Truck Drivers for our modern fleet who live in the Madison, WI area and surrounding... ...the road services. Typical Pay Highlights: ~30% of line haul... ...lower on percentage (2,000–2,500 in slow season and up to 3,00...HgvFull timeSeasonal workLive inFlexible hours- ...Owner Operator | 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 home time Pay: $1450-1900 weekly...Weekly payImmediate startRelocation packageFlexible hours
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