Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

CDL A Truck Driver (1099) - $5,500 Onboarding Pay

$5,500 per month

Riverside 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
Vacancy posted 3 hours ago
Similar jobs that could be interesting for youBased on the CDL A Truck Driver (1099) - $5,500 Onboarding Pay in Watertown, WI vacancy
  • $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...  ...may be available. Team Drivers: $5,000 Sign-On Bonus/split with an average... 
    Hgv
    Temporary work
    Relocation package
    Flexible hours

    U.S. Xpress

    Watertown, WI
    5 days ago
  • $875 - $1,065 per week

     ...Company Driver | Refrigerated Location:...  ...Company: Schneider Pay: Competitive weekly...  ...Van Truckload truck driver - home weekly...  ...Experience: All CDL holders Overview...  ...performance pay. $5,000 sign-on...  ...experienced drivers. $2,500 sign-on bonus...  ...Qualifications Valid Class A Commercial Driver... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Live in
    Immediate start
    Relocation package

    Schneider

    Watertown, WI
    1 day ago
  • $1,140 - $1,400 per week

     ...: Dedicated truck driver - Georgia Pacific Average pay: $1,140-$1,400 weekly...  ...Experience: All CDL holders Overview...  ...and-hook freight. ~3-5 loads per week. ~...  ...experienced drivers. ~$2,500 sign-on bonus paid...  ...Qualifications Valid Class A Commercial Driver's... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Relocation package

    Schneider

    Watertown, WI
    3 days ago
  •  ...Dollar General Fleet is hiring Class A CDL Truck Drivers for regional home weekly routes. As a DG Fleet driver, you'll connect our distribution...  ...speak with a recruiter. What You'll Earn Mile and Stop pay Quarterly Safety Bonuses Paid weekly Benefits ~... 
    Hgv
    Weekly pay

    Dollar General Fleet

    Watertown, WI
    2 days ago
  • $1,350 - $1,650 per week

     ...Intermodal Dedicated truck driver Average pay: $1,350-$1,650 weekly Home time...  ...Experience: 3 months or greater CDL experience Overview ~...  ...while on duty, not driving. ~$5,000 sign-on bonus paid over...  ...Valid Class A Commercial Driver's License (... 
    Hgv
    Hourly pay
    Full time
    Apprenticeship
    Relocation package

    Schneider

    Watertown, WI
    4 days ago
  • $1,350 - $1,650 per week

     ...Intermodal Dedicated truck driver Average pay: $1,350-$1,650 weekly Home time:...  ...Experience: 3 months or greater CDL experience Overview ~...  ...while on duty, not driving. ~$5,000 sign-on bonus paid over...  ...Qualifications Valid Class A Commercial Driver's License (... 
    Hgv
    Hourly pay
    Apprenticeship
    Relocation package

    Schneider

    Watertown, WI
    2 days ago
  • $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... 
    Hgv
    Daily paid
    Temporary work
    Relocation package
    Flexible hours

    Riverside Transport

    Watertown, WI
    3 hours ago
  • $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... 
    Hgv
    Temporary work
    Relocation package
    Flexible hours

    Riverside Transport

    Watertown, WI
    3 hours ago
  • $80k - $90k

     ...Position Details: Average Pay: $80,000 - $90,000 per...  ...Sign On Bonus : $7,500 - Any person who has worked...  ...food service delivery drivers fulfill a critical role...  ...with our customers! The CDL-A Driver is responsible...  ...tractor trailer or straight truck on intrastate and... 
    Hgv
    Local area
    Immediate start
    Relocation package
    Monday to Friday
    Shift work
    Night shift
    Day shift

    Performance Foodservice

    Watertown, WI
    23 days ago
  • $2,500 per month

     ...A Steady Lane for Drivers Who Want More Control Over Their Career At J&R Schugel, dedicated drivers...  ...entire fleet rises. That's the Blue way. CDL-A Dedicated Truck Driver Pay & Miles - $0.62 - $0.66 CPM* - Limited Time $2,500 sign on! - $250 Orientation Pay + $1,000 vacation... 
    Hgv
    Weekly pay

    J&R Schugel Trucking

    Watertown, WI
    4 days ago
  • $1,094 - $2,103.53 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...  .... Apply Today! APPLICATION DEADLINE: 5/31/2026 CDL-A Flatbed Truck Driver Opportunities... 
    Hgv
    Weekly pay

    System Transport

    Watertown, WI
    1 day ago
  • $1,095.18 - $1,980.65 per week

     ...System Transport is hiring experienced CDL-A flatbed truck drivers for regional and OTR routes. As a driver...  ...specialty metals. We offer competitive pay packages and excellent benefits. Join...  ...physically able to lift a 90-pound tarp onto a 5-foot high platform twice. System... 
    Hgv
    Weekly pay
    Full time
    Local area
    Weekend work

    System Transport

    Watertown, WI
    5 days ago
  • $85k - $95k

     ...Peters Brothers, Inc. is hiring CDL A Regional/OTR Reefer Drivers in Jefferson, WI . Drivers...  ...Average annual pay: $85,000 to $95,000 Top drivers...  ...inspection level Referral bonus: $4,500 paid in 3 installments of...  ...Freightliner & Kenworth trucks Automatic transmission... 
    Hgv
    Bi-weekly pay
    Hourly pay
    Daily paid
    Temporary work
    Relocation
    2 days per week
    1 day per week

    Peters Brothers Inc

    Watertown, WI
    3 days ago
  • $74.5k

     ...Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight - Full Benefits Top Pay & Benefits: ~ Earn $74,500 per year...  ...and be part of what makes us an elite trucking team. Begin Your Career with Hub... 
    Hgv
    Daily paid
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group

    Watertown, WI
    4 days ago
  • $1,400 - $1,600 per week

     ...CDL-A Reefer OTR Truck Driver - Dedicated Power Lanes Earn $75,000+ Annually & Get Home Every Other Weekend!Little River Transportation is hiring CDL...  ...: performance, retention, referral & inspection - Extra pay: detention, stops, vacation & holidays - Paid weekly by direct... 
    Hgv
    Weekly pay

    Little River Transportation

    Watertown, WI
    4 days ago
  • $94k - $107k

     ...CDL-A Truck Drivers - No Touch Freight - Earn $94,000-$107,000 Annually! $5,000 Sign-On Bonus for Experienced Drivers Pay & Benefits: ~ Earn $1,800-$2,050 Weekly ~$0.68-$0.72 CPM + $18 Per Stop, Starting Pay Based on Experience ~$5,000 Sign-On Bonus... 
    Hgv
    Relocation package

    Hogan Transportation

    Lebanon, WI
    3 hours ago
  • $24 - $28 per hour

     ...Summary: As a Class A or B truck driver, you will be responsible for delivering our merchandise to...  ...transportation regulatory compliance. Pay Rate Based on CDL: CDL A - $26 - $28 CDL B - $24 - $26...  ...hour, with overtime compensated at 1.5 times the base rate. New hires... 
    Hgv
    Hourly pay
    Daily paid
    Full time
    Temporary work
    Local area
    Monday to Friday

    MSi Corp

    Oconomowoc, WI
    1 day ago
  • $75k

     ...is Hiring Company DriversDoubles/Triples Endorsements Needed CDL A Truck Driver Benefits:Average 1st year total compensation - $75,000Mileage...  ...retirement planKeep your Frequent Flyer Miles and hotel pointsCompany pays for?Hotel = yesFlight = yesTaxi/shuttle = yesTolls =... 
    Hgv
    Start working today

    Active USA

    Watertown, WI
    3 days ago
  • $1,650 per week

     ...~ Top 20% of our OTR Drivers earn $1,650 Weekly Team Drivers: $5,000 Sign-On Bonus/split...  ...0.80 CPM Split Starting Pay Don't have a team partner...  ...& Freight with this truck driving job Qualifications...  ...: Must have Class A License (CDL A) & 21 years or older.... 
    Hgv
    Temporary work
    Relocation package
    Flexible hours

    U.S. Xpress - OTR

    Oconomowoc, WI
    3 days ago
  • $101k

     ...Job Description: Our drivers are highway heroes! Join us on regional OTR runs with...  ...steady miles for our highway heroes - the CDL-A truck drivers who make our business possible. Join...  ...offer class A truck drivers outstanding pay, weekly home time, generous bonuses, tons... 
    Hgv
    Weekly pay
    Temporary work

    Midwest Carriers

    Watertown, WI
    2 days ago
  • $83k - $94k

     ...apply online below! Job Description: Solo CDL-A Truck Driver - Earn $83,000 - $94,000 Annually CDL-A Truck...  ...Drivers Enjoy: ~$1,600 - $1,800 average weekly pay ~$83,000 - $94,000 yearly earnings ~$500 New hire transition bonus paid in full on second... 
    Hgv
    Weekly pay

    TA Dedicated

    Oconomowoc, WI
    3 days ago
  •  ...dedicated Schreiber Account looking for CDL-A Drivers to run teams. Drivers on this dedicated...  ...Home Time: 34-hour reset weekly Mileage pay split Safe and On-Time Mileage Bonus...  ...Company provided Tandem-Axle Sleeper trucks with automatic transmissions pulling 53-... 
    Hgv
    Weekly pay
    Traineeship

    C.R. England

    Watertown, WI
    11 days ago
  • $55k - $92k

     ...Heartland Express is Now Hiring Dedicated Regional CDL-A Truck Drivers Earn $55,000-$92,000 per Year - Home Weekly Quarterly Safety...  ...Drivers: Earn $55,000-$92,000 per year Average pay is $64,000 per year Home weekly Quarterly safety... 
    Hgv
    Hourly pay
    Immediate start

    Heartland Express

    Watertown, WI
    4 days ago
  • $94k - $107k

     ...CDL-A Truck Drivers - No Touch Freight - Earn $94,000-$107,000 Annually! $5,000 Sign-On Bonus for Experienced Drivers Pay & Benefits: ~ Earn $1,800-$2,050 Weekly ~$0.68-$0.72 CPM + $18 Per Stop, Starting Pay Based on Experience ~$5,000 Sign-On Bonus... 
    Hgv
    Relocation package

    Hogan Transportation

    Lebanon, WI
    5 days ago
  • $71k - $97k

     ...Benefits:Pay:Earn $71,000 - $97,000 a year.Pay methods vary by location, operating group...  ...paycheck you earn is guaranteed delivery.Drivers in our Intermodal fleet receive experienced...  ...founded in 1961 by Johnnie Bryan, a former truck driver, and his wife, Johnelle Hunt. For... 
    Hgv
    Contract work

    J.B. Hunt Transport, Inc.

    Watertown, WI
    5 days ago
  • $1,630 per week

     ...Ryder is Now Hiring Regional CDL-A Truck Drivers in Harvard, IL Earn $1,630+ per Week - Comprehensive Benefits Package Top Earners Make Up to $2,000+ per Week! Pay, Home Time & More: Earn $1,630+ per week Solo miles pay:?$0.60 per mile with... 
    Hgv
    Weekly pay
    Daily paid
    Immediate start
    Relocation package
    Monday to Friday
    Shift work
    Night shift

    Ryder

    Watertown, WI
    2 days ago
  •  ...Energy Delivery Driver/Seasonal Agronomy Operations...  ...management. Seasonal Tender Truck Driver Haul...  ...Maintain a valid Class B CDL with hazmat and tanker endorsements...  ...~401(k) plan with up to 5% company match ~ Paid...  ...~ Vacation ~ Holiday Pay ~ Long- and Short-Term... 
    Hgv
    Full time
    Temporary work
    Seasonal work

    United Cooperative

    Watertown, WI
    5 days ago
  • $1,170 - $1,430 per week

     ...Dedicated truck driver - Target Average pay: $1,170-$1,430 weekly Home time: Daily Experience: All CDL holders Overview ~ Haul store merchandise in dry van trailers....  ...year. Qualifications Valid Class A Commercial Driver’s License (CDL). Live... 
    Hgv
    Hourly pay
    Weekly pay
    Full time
    Apprenticeship
    Relocation package

    Schneider

    Oconomowoc, WI
    5 days ago
  • $74.5k

     ...Description Hub Group is Now Hiring Intermodal CDl-A Drivers in Milwaukee, WI! Earn $74,500 per Year - No-Touch Freight - Full Benefits Top Pay & Benefits: ~ Earn $74,500 per year...  ...and be part of what makes us an elite trucking team. Begin Your Career with Hub... 
    Hgv
    Daily paid
    Temporary work
    Local area
    Immediate start
    Flexible hours

    Hub Group

    Oconomowoc, WI
    4 days ago
  • $1,170 - $1,430 per week

     ...Dedicated truck driver - Target Average pay: $1,170-$1,430 weekly Home time: Daily Experience: All CDL holders Overview ~ Haul store merchandise in dry van trailers. ~...  ...year. Qualifications Valid Class A Commercial Driver’s License (CDL). Live... 
    Hgv
    Hourly pay
    Weekly pay
    Apprenticeship
    Relocation package

    Schneider

    Oconomowoc, WI
    4 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to CDL A Truck Driver (1099) - $5,500 Onboarding Pay. Be the first to apply!