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Solo Driver Jobs in Wisconsin (NOW HIRING)

Ryder System

Truck Driver CDL A Solo

Janesville, WI · On-site

$1.5K/wk

Driver Positions Pay Weekly * Solo Miles Pay: $0.81 per Mile with 1715 Miles per Week * Solo Stops Pay: $35.00 per Stop with 4 Stops per Week * Hours Per Week: 50+ hours per week * Paid Training

Ryder System

Truck Driver CDL A Solo

Janesville, WI

$1.5K/wk

Driver Positions Pay Weekly * Solo Miles Pay: $0.81 per Mile with 1715 Miles per Week * Solo Stops Pay: $35.00 per Stop with 4 Stops per Week * Hours Per Week: 50+ hours per week * Paid Training

Ryder System

Truck Driver CDL A Solo

Janesville, WI · On-site

$1.5K/wk

You might be wondering what your paycheck will look like. $1577 per week average- And it gets better + Driver Positions Pay Weekly + Solo Miles Pay: $0.81 per Mile with 1715 Miles per Week + Solo ...

Ryder System

Truck Driver CDL A Solo

Janesville, WI · On-site

$1.5K/wk

Driver Positions Pay Weekly * Solo Miles Pay: $0.81 per Mile with 1715 Miles per Week * Solo Stops Pay: $35.00 per Stop with 4 Stops per Week * Hours Per Week: 50+ hours per week * Paid Training

Ryder

Truck Driver CDL A Solo

Janesville, WI · On-site

$1.5K/wk

Driver Positions Pay Weekly * Solo Miles Pay: $0.81 per Mile with 1715 Miles per Week * Solo Stops Pay: $35.00 per Stop with 4 Stops per Week * Hours Per Week: 50+ hours per week * Paid Training

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All JobsSolo Driver JobsSolo Driver Jobs in Wisconsin

Solo Driver information

See Wisconsin salary details

$74.7K

$82K

$88.3K

How much do solo driver jobs pay per year?

As of Aug 23, 2026, the average yearly pay for solo driver in Wisconsin is $82,009.00, according to ZipRecruiter salary data. Most workers in this role earn between $78,700.00 and $85,300.00 per year, depending on experience, location, and employer.

What is a solo driver?

Solo drivers are professional truck or delivery drivers who operate vehicles independently, rather than as part of a team. They are responsible for driving long or short distances, ensuring timely delivery of goods, and handling all aspects of the trip on their own. Solo drivers must manage their schedules, comply with safety regulations, and maintain their vehicles. This role requires independence, good time management, and the ability to handle extended periods of driving alone.

What are the key skills and qualifications needed to thrive as a solo driver?

To thrive as a Solo Driver, you need a valid commercial driver's license (CDL), a clean driving record, and knowledge of road safety regulations. Familiarity with GPS navigation systems, electronic logging devices (ELDs), and basic vehicle maintenance is typically required. Strong time management, self-motivation, and problem-solving skills help solo drivers efficiently handle long hauls and unexpected challenges. These skills and qualities are essential to ensure safe, timely deliveries and to maintain compliance with transportation laws while working independently.

What are some common challenges solo drivers face on the road, and how can they effectively manage them?

Solo drivers often encounter challenges such as long hours alone, managing fatigue, and maintaining consistent communication with dispatchers. To manage these, it's important to prioritize rest by following regulated hours of service, use hands-free devices for regular check-ins, and develop a personal routine that includes healthy meals and exercise. Many companies offer support networks, mobile apps, and online forums to help solo drivers stay connected and share tips for staying safe and productive on the road.

What is the difference between Solo Driver vs Team Driver?

AspectSolo DriverTeam Driver
CredentialsCommercial driver's license (CDL), clean driving recordSame as Solo Driver, plus ability to coordinate with partner
Work EnvironmentIndependent, solo driving routesShared driving shifts, team-based routes
Employer & Industry UsageLogistics, freight, delivery companiesLong-haul trucking companies, freight carriers
Search & Comparison IntentFocus on independent driving jobsLooking for team-based driving opportunities

Solo Drivers operate independently, handling routes alone, while Team Drivers work with a partner, often on long-haul routes. Both roles require similar credentials, but their work environments and employer usage differ. Solo Drivers are ideal for independent work, whereas Team Drivers are suited for companies emphasizing shared driving shifts.

What are popular job titles related to Solo Driver jobs in WI?

For Solo Driver jobs in WI, the most frequently searched job titles are:

Solo Driver jobs near you
Infographic showing various Solo Driver job openings in Wisconsin as of August 2026, with employment types broken down into 1% As Needed, 71% Full Time, 26% Part Time, and 2% Contract. Highlights an 99% Physical, and 1% Remote job distribution, with an average salary of $82,009 per year, or $39.4 per hour.

Solo OTR Class A Truck Driver - Kenosha OTR Division

DSL Express

Kenosha, WI • On-site

$145K/yr

Other

Medical

This job post has expired today. Applications are no longer accepted.

Job description

Experienced Class A CDL Solo OTR Truck Drivers Wanted

Our routes often begin or conclude in this region, giving local drivers reliable home time on nationwide runs doing over the road services. We are actively hiring experienced Class A CDL Solo OTR Truck Drivers for our modern fleet who live in the Kenosha, WI area and surrounding communities. Kenosha stands out as a key Midwest location for us, with strong access to major freight lanes and steady demand in this important corridor.

Typical Pay Highlights:

  • 30% of line haul OR 65 per mile + bonuses (the choice most solo drivers prefer)
  • Average weekly gross: $1,900 – $2,400 with peaks reaching $2,700+ on legal hours
  • Switch between percentage and miles pay whenever you choose
  • Consistent drivers earned between $115,000 and $125,000 in 2025.
  • Anyone who wants to put in the effort will make good money!

Pay Details & Realistic Expectations: Pay is performance-based. In 2025, 87% of our drivers went with the 30% percentage plan because it consistently delivered better earnings in the current market. Slow season (Q1) typically ranges from $1,900–$2,100 per week with some weeks hitting $2,400. Peak seasons (Q2 and Q4) usually run $2,100–$2,400 with some $2,700 weeks. Q3 is somewhere between. This seasonal pattern has been reliable for the past 25 years. A few exceptional top performers reached $145,000 last year driving full time.

Pay Options:

  • Percentage Pay (Best Option for Most Solos) - We pay up to 30% of line haul plus bonuses. We intentionally keep miles lower on percentage (2,000–2,500 in slow season and up to 3,000 in busy season) because it maximizes earnings, reduces fuel costs, and helps prevent burnout.
  • Miles Pay Option - Switch at any time. Up to 65 cents per mile plus bonuses based on experience and record. Typical miles: 2,500–3,600 per week.
  • Team Pay (Miles Only) - Up to 75¢ per mile split. Average $2,000–$2,600 per driver per week. Note: Solo percentage pay is currently the stronger choice in this market.

Important Info About Our Work Ethic:

We receive a high volume of applications and are selective — we are looking for "A" stringers and true professionals. Motivated, honest, and hard-working drivers earn excellent money and are treated like family. If you prefer coasting, missing loads, or spending time at truck stops, this is not the right opportunity. We are fair, but success depends on your effort.

What Makes DSL Express Different:

  • We are a well-established company with 25 years in business since 2001 — large enough to offer strong support and modern equipment, yet small enough that every driver counts.
  • We welcome veterans and give fair-chance employment to anyone ready to work hard.
  • 24/7 dispatch from three offices with real experienced staff.
  • Modern trucks (mostly automatics with some manuals available) equipped with fridges and inverters.
  • Company-owned mechanic shops in Chicago and Las Vegas.
  • Dedicated dispatchers who learn your style and preferences.
  • All no-touch freight in dry van or reefer trailers.
  • Strong carrier partnerships that combine big-company resources with a family-owned feel.

Perks:

  • No forced dispatch
  • Ability to take the truck home during hometime with parking support
  • Fuel cards and EZ-Passes provided
  • Weekly direct deposit
  • Flexible and reliable home time
  • Dedicated lanes can be set up for consistent drivers
  • Hazard occupational insurance covering lost wages, medical, and beneficiary
  • Monthly bonuses for safety, delivery performance, and communication
  • Extra bonuses for successful DOT inspections

Job Description:

  • Class A CDL required (additional endorsements a plus)
  • Minimum 2+ years verifiable CDL experience
  • Clean MVR and acceptable PSP report
  • Dry van or reefer — all no-touch freight
  • Must be comfortable with modern ELD systems and able to pass pre-employment drug screen

Minimum Driver Qualifications:

  • Must be physically fit and prepared for the demands of over-the-road driving
  • Valid Class A CDL with no pending suspensions
  • Up-to-date valid medical card
  • No failed or refused drug/alcohol tests in the last 4 years
  • No DWI, DUI, or BAC convictions in the last 4 years
  • No reckless driving convictions in the last 3 years
  • No more than 3 moving violations or accidents in the last 3 years
  • No license suspension for points or unpaid tickets in the last 3 years
  • No more than 2 moving violations in the past year
  • At least 3+ years of verifiable work history (including non-driving time)

We want serious, good people who take this job seriously. Apply today.

Apply