CDL A Truck Driver (1099) - $5,500 Onboarding Pay - Milwaukee - 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
$28 per hour
...FreshEdge LLC company, is hiring CDL A & B Local Reefer Drivers in Milwaukee, WI. Testa Produce is a... ...Earnings: $28.00/hour Pay is based on several... ...Schedule: Monday - Saturday (5-day work week) Sundays... ...fleet is Refrigerated Box Trucks and straight trucks along...HgvHourly payWeekly payLocal areaRelocationMonday to FridayShift work1 day per week$121k
...Hiring OTR CDL-A Drivers TOP PAY, REAL RESULTS - Earn up to $121,0... ...STRONG, STAY STRONG - $1,500 sign-on + $1,000... ...succeed. Flatbed Truck Driver Overview Top... ...rolling - and home. Run 5-7 days out and reset with... ...within the last 3 years ~1099 Contractors: 1 year of...HgvFor contractorsRelocation package$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 Milwaukee, WI with HMD Trucking, delivering dry van... ...OTR experience to a driver-focused team....HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shift$1,350 - $1,650 per month
...Company Driver | Intermodal Location: Milwaukee, WI Company: Schneider Pay: Competitive weekly pay (inquire... ...Intermodal Dedicated truck driverAverage pay: $... ...3 months or greater CDL experienceOverview... ...Qualifications Valid Class A Commercial Driver's License...HgvHourly payWeekly payApprenticeshipImmediate startRelocation package$113k
...Hiring OTR CDL-A Drivers TOP PAY, REAL RESULTS - Earn up to $113,000 per year... ...START STRONG, STAY STRONG - $1,500 sign-on + $1,000... ...succeed, we succeed. Dry Van Truck Driver Overview ~ Top pay... ...within the last 3 years ~1099 Contractors: 1 year of experience...HgvFor contractorsRelocation package$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... ...lanes from the Milwaukee terminal, ensuring... ...of over 500 trucks Requirements...HgvHourly payFull timeSecond jobRelocation packageFlexible hoursNight shift$28.56 - $36.54 per hour
...hire a 2nd shift CDL-A Driver located in our DeForest, WI location.... ...as a CDL Class A Truck Driver? ~... ...Sign-on bonus: $2,500 ~ Relocation... ...1(k) with up to 5% company match... ...facility. Milwaukee-based candidates... ...to DeForest for onboarding and regular work...HgvLocal areaRelocation packageNight shiftAfternoon shift$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 ~... ...~ Detention Pay: $25 per hour after... ...description Benefit Trucking sets the benchmark for safety and driver support in Milwaukee, WI. Drive OTR Dry...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$1,021 - $2,280 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 payWeekend work$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$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$800 per month
...Owner Operator | Refrigerated Location: Milwaukee, WI Company: Hirschbach Motor Lines Pay: Competitive weekly pay (inquire for... ...Date: ASAP About the Position $800 Driver Orientation Qualification Process Pay Account Highlights $1,500 Availability Incentive Pay Annual Increase...Weekly payFor contractorsImmediate start$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$200k
...Hiring CDL-A Truck Drivers CONTRACTORS EARN BIG - Top drivers gross $200,000+ per year* MORE MILES, LESS... ..., YOUR WAY - Dedicated routes; company or 1099 options Why Drive for Dart? We're bringing more pay, more paths, and more possibilities to your local...HgvWeekly payFor contractorsLocal areaRelocation package$120k
...Hiring CDL-A Truck Drivers EXPERIENCED DRIVERS EARN BIG - Up to $127,000 per year* START STRONG... ...MINIMUMS THAT MATTER - $1,350 minimum pay for qualifying weeks* Why Drive for Central... ...that starts immediately. Earn up to 5.5CPM in loyalty pay*, accruing from day...HgvDaily paidLocal areaImmediate start$40 per hour
...Contracting CDL-A Truck Drivers HIGH PAY. REAL FREEDOM - Up to $40 per hour* RUN YOUR BUSINESS YOUR WAY - No forced dispatch, no company drivers... ...earnings. Earn $24-$40/hour + accessorials, averaging $500-$800/day for day cabs and $300-$500/day for box trucks.*...HgvHourly payDaily paidLocal areaMonday to FridayWeekend work$1,900 - $2,400 per week
...actively hiring experienced Class A CDL Solo OTR Truck Drivers for our modern fleet who live in the Milwaukee, WI area and nearby communities.... ...operations. 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 inLocal areaFlexible hours$4,000 - $6,000 per week
...TransAm Trucking Independent Contractor Truck Driver Jobs TransAm Trucking, a leading refrigerated... ...opportunities for CDL-A drivers to become independent... ...potential with a percentage-based pay structure.* ~2,000 Sign-... ...: Four installments of $500 after completing 30, 60,...HgvContract workFor contractorsRelocation packageFlexible hours$105k
...Hiring CDL-A Truck Drivers STRONG PAY, STEADY DAYS - Earn $105,000 per year* with CPM + stop pay* RUN REGIONAL. RESET WEEKLY. - Flexible options... ...2 weeks paid vacation after 1 yr of service and up to 5 weeks with tenure ~ All DG drivers receive 11 paid holidays...HgvWeekly payTemporary workLocal areaImmediate startFlexible hours$28.56 - $36.54 per hour
...CDL-A Driver Your professional transformation starts... ...at our DeForest, WI location. Why join... ...Sanimax as a CDL Class A Truck driver? ~... ...~ Time-and-a-half pay for hours worked beyond... ...Sign-on bonus of $2,500. ~ Full benefits... ...contribution with up to 5% company match. ~...HgvRelocationRelocation packageNight shift- ...Company Driver | Dry Van Location: Milwaukee, WI Company: CRST, The Transportation Solution Pay: Competitive weekly pay (inquire for details) Route... ..., and schedule. Run your truck on a 2-4 year low-cost lease... ...Requirements 21 years or older CDL A, 6 months OTR experience...HgvWeekly payFor contractorsLocal areaImmediate startRelocation package
$875 - $1,065 per week
...New pay increase - Regional Van Truckload truck driver - home weekly Average pay... ...Experience: All CDL holders Overview... ...performance pay. ~$5,000 sign-on... ...experienced drivers. ~$2,500 sign-on bonus... ...Valid Class A Commercial Driver... ...of Sturtevant, WI and live in Wisconsin...HgvHourly payWeekly payFull timeApprenticeshipLive inRelocation package$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... ...operating dry van trailers from Milwaukee, WI. As part of Pulse Express,...Full timeRelocation packageFlexible hours$30 per hour
...Reworld is hiring a CDL A local walking floor driver in Milwaukee, WI. Drivers are responsible for the safe transportation of non‑hazardous materials between... ...Occasional, with per diem provided ~ Bonuses: ~$2,500 unlimited driver referral bonus ~ Paid via...Hourly payWeekly payDaily paidLocal areaFlexible hoursNight shift$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:Milwaukee, WI-53205HgvWeekly payDaily paidFull timeTemporary workImmediate startFlexible hours
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to CDL A Truck Driver (1099) - $5,500 Onboarding Pay - Milwaukee - WI. Be the first to apply!
- non-cdl delivery driver Milwaukee, WI
- class a cdl flatbed driver Milwaukee, WI
- cdl truck driver no experience Milwaukee, WI
- cdl driver - home daily Milwaukee, WI
- box truck driver non cdl Milwaukee, WI
- driver cdl Milwaukee, WI
- cdl oilfield driver Milwaukee, WI
- class a cdl otr driver Milwaukee, WI
- class a cdl route driver Milwaukee, WI
- local cdl driver no experience Milwaukee, WI







