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 - Lake Geneva - WI

$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 4 hours ago
Similar jobs that could be interesting for youBased on the CDL A Truck Driver (1099) - $5,500 Onboarding Pay - Lake Geneva - WI in Lake Geneva, WI vacancy
  • $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

    Lake Geneva, WI
    4 hours 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

    Lake Geneva, WI
    4 hours ago
  • $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...  .... Team Drivers: $5,000 Sign-On Bonus/split...  ...PandoLogic. Keywords: Truck Driver, Location: Lake Geneva, WI - 53147... 
    Hgv
    Temporary work
    Relocation package
    Flexible hours

    U.S. Xpress

    Lake Geneva, WI
    3 days ago
  • $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...  .... Team Drivers: $5,000 Sign-On Bonus/split...  ...PandoLogic. Keywords: Truck Driver, Location: Lake Geneva, WI - 53147... 
    Hgv
    Temporary work
    Relocation package
    Flexible hours

    U.S. Xpress

    Lake Geneva, WI
    2 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

    Lake Geneva, WI
    4 hours ago
  • $3,500 - $5,000 per week

     ...| Dry Van Location: Bassett, 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... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Flexible hours

    Clark Transfer

    Bassett, WI
    1 day ago
  • $1,500 - $2,000 per week

     ...Company Driver | Tanker Location: Bassett, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr Start Date: ASAP About...  ...Requirements Must have a valid class A license  Must also have a valid tank and... 
    Hgv
    Full time
    Immediate start
    Flexible hours

    Sherman Brothers Heavy Trucking

    Bassett, WI
    1 day ago
  • $1,500 - $2,000 per week

     ...Company Driver | Tanker Location: Bassett, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr, regional Start Date: ASAP...  ...Truck Jobs Link. Requirements ~ Class A license ~ X endorsement ~ Hazmat tanker... 
    Hgv
    Full time
    Immediate start

    Sherman Brothers Heavy Trucking

    Bassett, WI
    1 day ago
  • $1,500 - $2,000 per week

     ...Company Driver | Tanker Location: Bassett, WI Company: Sherman Brothers Heavy Trucking Pay: $1,500 to $2,000 per week Route Type: otr, regional Start Date: ASAP...  ...drive4sbi.com.    Requirements ~ Class A license ~ X endorsement ~1y class A... 
    Hgv
    Full time
    Immediate start

    Sherman Brothers Heavy Trucking

    Bassett, WI
    1 day ago
  • $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... 
    Hgv
    Temporary work
    Relocation package
    Flexible hours

    US Xpress

    Lake Geneva, WI
    4 hours ago
  •  ...Company Driver | Flatbed Location: Bassett, WI Company: MK Trucking Pay: $0.63 to $0.70 per mile Route Type:...  ...• Up to 70 CPM • $2,500 Sign-On Bonus • Health...  ...Requirements • Valid CDL Class A License • Minimum 1.5 Years of Verifiable CDL... 
    Hgv
    Full time
    Immediate start
    Relocation package

    MK Trucking

    Bassett, WI
    1 day ago
  • $1,500 per month

    ~ Solo Drivers: 2,000+ Miles Per Week On Average ~ Up to $7,500 Sign On Bonus ~ Guaranteed Weekly Minimum Pay of $1,500 Available** ~ Top...  ...an average of 5,500 miles per week...  ...Freight with this truck driving job...  ...Must have Class A License (CDL A) & 21 years or... 
    Hgv
    Weekly pay
    Temporary work
    Relocation package
    Flexible hours

    US Xpress

    Lake Geneva, WI
    4 hours ago
  • $1,400 - $2,000 per week

     ...Company Driver | Refrigerated Location: Bassett, WI Company: Van Eerden Trucking Company Pay: $1,400 to $2,000 per week Route Type:...  ...Regional run in the Great Lakes Area. We have been in business...  ...regional drivers are out 5 to 5 1/2 days, but can pick... 
    Hgv
    Daily paid
    Price work
    Full time
    Temporary work
    Immediate start

    Van Eerden Trucking Company

    Bassett, WI
    1 day ago
  • $4,000 per week

     ...Company Driver | Refrigerated Location: Bassett, WI Company: Longistics Pay: Competitive weekly pay (inquire for details...  ...Mileage: Most teams average 5,000–5,500 miles per week (more miles...  ...years of age Must have a Class A CDL (no endorsements required)... 
    Hgv
    Weekly pay
    Daily paid
    Full time
    Immediate start
    Relocation package

    Longistics

    Bassett, WI
    1 day ago
  •  ...Company Driver | Dry Van Location: Bassett, WI Company: Sweet Express LLC Pay: $0.50 to $0.60 per mile...  ...have completed Step 5 of the Return-to-Duty...  ...0 (Level 3/2/1) + $500 extra after 5 clean...  ...ft trailers (Class A)  Must have a valid CDL-A Must have a valid... 
    Hgv
    Full time
    Summer work
    Immediate start
    Flexible hours

    Sweet Express LLC

    Bassett, WI
    1 day ago
  • $1,450 - $1,900 per week

     ...Company Driver | Dry Van Location: Bassett, 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... 
    Hgv
    Bi-weekly pay
    Weekly pay
    Full time
    Immediate start

    Terminal Transport, Inc.

    Bassett, WI
    1 day ago
  •  ...Company Driver | Refrigerated Location: Bassett, WI Company: Hermes NVC Corp Pay: $0.65 to $0.80 per mile Route Type: otr...  ...solo / $0.70 CPM team starting (1099) 2500–3500 miles avg weekly...  ...Requirements ** REQUIREMENTS ** CDL-A license 18–24 months... 
    Hgv
    Full time
    Immediate start

    Hermes NVC Corp

    Bassett, WI
    1 day ago
  • $2,500 - $4,000 per week

     ...Company Driver | Dry Van Location: Bassett, WI Company: Bloom Services, INC Pay: $2,500 to $4,000 per week Route Type: otr...  ...reliable, and safety-focused OTR Truck Drivers to haul dry van freight...  ...~2 years Class A CDL OTR experience ~ Able to... 
    Hgv
    Full time
    Immediate start
    Relocation package

    Bloom Services, INC

    Bassett, WI
    1 day ago
  • $3,600 - $8,200 per week

     ...Flatbed Location: Bassett, WI Company: K1 TRANSFREIGHT INC Pay: $3,600 to $8,200 per...  ...discounts - Physical truck and trailer insurance,...  ...is fixed) - Finding new drivers for you in case that you have...  ...trailer security deposit is $1,500 (will be deducted from... 
    Hgv
    Full time
    Immediate start

    K1 TRANSFREIGHT INC

    Bassett, WI
    1 day ago
  • $96k

     ...Company Driver | Refrigerated Location: Bassett, WI Company: Van Eerden Trucking Company Pay: Competitive weekly pay (inquire for details...  ...Position West Coast Solo OTR CDL-A CAREER OPPORTUNITIES...  ...unsafe practices No DUI's in 5 years No Felonies in 10... 
    Hgv
    Weekly pay
    Full time
    Temporary work
    Immediate start
    Flexible hours

    Van Eerden Trucking Company

    Bassett, WI
    1 day ago
  • $1,450 - $1,900 per week

     ...Company Driver | Dry Van Location: Bassett, 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 miles/month ● Paid... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Long distance

    Terminal Transport, Inc.

    Bassett, WI
    1 day ago
  • $1,450 - $1,900 per week

     ...Company Driver | Dry Van Location: Bassett, 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... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Long distance

    Terminal Transport, Inc.

    Bassett, WI
    1 day ago
  • $903.55 - $2,021.54 per week

    $5k Hiring Bonus! - Flatbed CDL-A Truck Driver, Regional Route - Burlington, WI AMERICA PROUD. FLATBED STRONG. DRIVE WITH...  ...metals. Join our team for competitive pay, excellent benefits, a great work-...  ...to lift a 90-pound tarp onto a 5-foot platform (tested during orientation... 
    Hgv
    Weekly pay
    Traineeship
    Weekend work

    Harpers Hot Shot Trucking

    Burlington, WI
    3 days ago
  • $8,000 - $14,000 per week

     ...Location: Bassett, 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 Greater...  ...discuss during the onboarding process Perks & Benefits...  ...old ~6+ months CDL-A experience ~ Valid... 
    Hgv
    Full time
    Immediate start
    Flexible hours

    JIDO FREIGHT LLC

    Bassett, WI
    1 day ago
  • $1,725 - $2,200 per week

     ...Company Driver | Refrigerated Location: Bassett, WI Company: K&B Transportation Pay: $1,725 to $2,200 per week Route Type:...  ...If your going to drive a truck OTR you may as well make the...  ...for doing it! If you have a Class A CDL and 1 years experience call... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Bassett, WI
    2 days ago
  • $2,000 - $2,500 per week

     ...Owner Operator | Dry Bulk Location: Bassett, WI Company: J.B. Hunt Pay: $2,000 to $2,500 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... 
    Full time
    Immediate start

    J.B. Hunt

    Bassett, WI
    1 day ago
  • $1,450 - $1,950 per week

     ...Company Driver | Dry Van Location: Bassett, 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... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Night shift

    Terminal Transport, Inc.

    Bassett, WI
    1 day ago
  • $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: East Troy, WI - 53120... 
    Hgv
    Full time
    Temporary work
    Relocation package
    Flexible hours

    U.S. Xpress

    East Troy, WI
    13 hours ago
  • $650 per month

     ...Company Driver | Dry Van Location: Bassett, 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... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Relocation package
    Flexible hours

    Terminal Transport, Inc.

    Bassett, WI
    1 day ago
  •  ...Location: Bassett, WI Company:...  ...LLC Pay: Competitive weekly...  ...discounts ~ Your Truck. Your Paycheck....  ...touch freight (Driver Assist loads...  ...and Hook ~$500 bonus for every...  ...trailers (Class A)  Must have a valid CDL-A Must have...  ...completed with Step 5 of the RTD... 
    Hgv
    Weekly pay
    Full time
    Immediate start
    Flexible hours

    Sweet Express LLC

    Bassett, WI
    1 day ago

Do you want to receive more vacancies?

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