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

CDL A Truck Driver - Regional & OTR Flex

$1,625 - $1,900 per week

Ashley Distribution Services, LTD

Job Description

Job Description

Stop Chasing CPM & Get Paid Per Day with Flex Jobs at Ashley Distribution!

If variety keeps you motivated, Ashley’s Flex Driver position is the perfect fit. CDL-A Flex Drivers out of Madison, WI run OTR, regional, and local home daily routes, adjusting to business needs. Plus - with daily pay, you can earn a steady income without the stress of chasing miles. Ashley offers 80% company-paid health benefits and industry-low turnover, so you know your career is built to last.

Opportunities Open Now for CDL-A Drivers with 1+ Years Experience:

  • Earn $1,625-$1,900 weekly
  • Flexible mix of OTR, regional, and local runs
  • Haul dedicated Ashley freight – consistent and reliable
  • 80% company-paid health insurance - plans as low as $2 per month!
  • Profit sharing, 401(k)
  • Free Wellness Centers
  • Paid weekly + holiday and vacation pay

What sets Ashley apart:

  • Rely on our stability and strength! We operate one of the largest family-owned fleets in the industry.
  • You’re covered for less cost! Ashley covers 27% of the drivers benefits so our CDL-A drivers can enjoy comprehensive healthcare, retirement savings plans, and other valuable benefits at a significantly reduced cost.
  • Share in our success with our generous profit-sharing program!
  • Take care of your health! We offer free Wellness Centers at 3 of our distribution locations.
  • Ashley always has freight to move – whether it’s our own product or other freight – we keep you busy!

Requirements:

  • 21 years or older
  • Valid Class A CDL
  • DOT physical and drug screen
  • Minimum 1 year of recent OTR experience
  • Excellent safety record
  • Stable work history

Ready for a driving job with variety and career stability? Let’s talk about Ashley’s Flex Driver opportunities today.

Benefits:

Eligible employees may participate in our comprehensive benefits package, which may include medical, dental, vision, life, disability, flexible spending accounts, 401(k), paid holidays, paid time off, and applicable state and federal leave benefits. Benefits may vary based on position.

Application Process:

We are accepting applications for this position until it is filled.

Equal Opportunity Employer:

Ashley values diversity and is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or veteran status.

Vacancy posted 6 days ago
Similar jobs that could be interesting for youBased on the CDL A Truck Driver - Regional & OTR Flex in Cottage Grove, WI vacancy
  • $120k

     ...Job Description Job Description OUR CDL A REEFER TRUCK DRIVERS EARN UP TO $0.72 CPM - 100K+ PER YEAR - $1,400 GUARANTEED...  ...the professional driver. Whether you prefer regional runs throughout the Upper Midwest or occasional OTR lanes to the East Coast, you'll have the... 
    Hgv
    Weekly pay
    Temporary work
    Work at office

    Xtreme Trucking LLC

    Cottage Grove, WI
    4 days ago
  • $5,000 per month

     ...Schugel is Now Hiring Dedicated CDL-A Refrigerated Truck DriversDedicated Midwest Regional Reefer Fleet - Consistent MilesLimited...  ...incentives - $2,000 per hired driver /n - Detention, layover & stop...  ...21 /n - 6 - 12 months of recent OTR or regional CDL-A experience in last... 
    Flexible hours
    Hgv
    Immediate start
    Relocation package

    J&R Schugel

    Madison, WI
    2 days ago
  • $15k

     ...South East Carriers is Hiring for CDL A OTR Driver JobsEarn Up to $0.70 CPM Benefits:Earn $0.60 You could be just the right applicant for...  ...IncSince 1986, South East Carriers has grown from two trucks into a trusted, family-owned transportation company with more... 
    Flexible hours
    Hgv
    Weekly pay

    SOUTH EAST CARRIERS INC Defunct

    Cottage Grove, WI
    4 days ago
  • $1,386 - $1,815 per week

    Job Overview HMD Trucking is hiring experienced CDL Class A drivers for Regional Dry Van positions. We offer steady freight, strong pay, and full support for every...  ...CDL Class A license Minimum of 1 year of verifiable OTR driving experience No DUI/DWI in the last 5 years... 
    Flexible hours
    Hgv
    Weekly pay
    Relocation package

    HMD Trucking

    Madison, WI
    5 days ago
  • $1,700 - $1,800 per week

     ...overpromise and underdeliver? CORE48 Transport is hiring experienced OTR CDL-A Drivers who want consistent miles, strong equipment, honest...  ...Peterbilt, Kenworth Freightliner Equipment • Automatic Manual Trucks • 24/7 Driver Support • Pet Friendly Program Available... 
    Flexible hours
    Hgv
    Weekly pay
    Shift work

    CORE48 Transport

    Sun Prairie, WI
    2 days ago
  • $1,700 - $2,650 per week

     ...Are you looking to make OTR money but be home on...  ...weekends? Come and join our regional team and earn up to $0....  ...of experience. All trucks are automatic and maintained...  ...equipped with ELDs. Drivers have potential to make...  ...s License (Required) CDL (Required) Medical Card... 
    Hgv
    Full time

    Platinum Carriers

    Madison, WI
    4 days ago
  • $1,500 per week

     ...Job Description: CDL-A TRUCK DRIVERS: Regional Home Weekly with $3,000 Bonus Don't Wait, Call Now! (***) ***-**** ~ The Midwest Regional Fleet's top 20% earn $1,500+ per week ~$3,000 Sign On Bonus ~ Average 1,800+ miles per week ~5 days out with... 
    Flexible hours
    Hgv
    Temporary work
    Relocation package
    Weekend work

    U.S. Xpress

    Madison, WI
    3 days ago
  • $21 - $25 per hour

     ...Company Driver | Dry Bulk Location: Cottage Grove, WI Company...  ...: dedicated, local, ltl, otr, regional Start Date: ASAP...  ...$21.00/hr - $25.00/hr As a CDL Class A Driver, you'll be responsible...  ...Safely operate Class A/B trucks, including on uneven and unfinished... 
    Hgv
    Hourly pay
    Full time
    Local area
    Immediate start
    Relocation package
    Shift work
    Night shift

    The DeLong Co inc

    Cottage Grove, WI
    1 day ago
  • $1,350 - $1,935 per week

     ...Company Driver | Refrigerated Location: Cottage Grove, WI Company: Marten Transport Pay...  ...for details) Route Type: dedicated, otr, regional Start Date: ASAP About the Position CDL-A OTR Truck Drivers- Join a 2-Time TCA Elite Fleet Are... 
    Flexible hours
    Hgv
    Weekly pay
    Full time
    Immediate start

    Marten Transport

    Cottage Grove, WI
    1 day ago
  • $650 per month

     ...Company Driver | Dry Van Location: Cottage Grove, WI Company: Terminal Transport, Inc. Pay: Competitive weekly pay (inquire for details) Route Type: otr, regional Start Date: ASAP About the Position OTR Drivers Needed  Consistent + Flexible... 
    Flexible hours
    Hgv
    Weekly pay
    Full time
    Immediate start
    Night shift

    Terminal Transport, Inc.

    Cottage Grove, WI
    1 day ago
  • $650 per month

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

    Terminal Transport, Inc.

    Cottage Grove, WI
    1 day ago
  • $75.75k - $90k

     ...Energy, a division of Kenan Advantage Group, is currently hiring Regional Truck Drivers in your area! Join KAG today to take advantage of great pay,...  ...terminal managers and great equipment! Currently hiring CDL-A Truck Drivers! Text APPLY to (***) ***-**** to get your... 
    Hgv
    Currently hiring
    Relocation package
    Weekend work

    Kenan Advantage Group

    Madison, WI
    3 days ago
  •  ...Description Wisconsin drivers ready for long-haul miles...  ...can settle into this OTR solo seat, where delivery...  ...: ~ Freightliner trucks three years old or newer...  ...Requirements: ~ Valid Class A CDL ~21 years of age or...  ...in our Dedicated, Regional, National, and Intermodal... 
    Hgv
    Weekly pay
    Relocation package

    C.R. England

    Madison, WI
    6 days ago
  • $112k

     ...Job Description Job Description OTR Reefer Driver CDL-A Want to earn top pay with a carrier that values productivity and service over seniority? Decker Truck Line is hiring OTR Reefer drivers and giving you the chance to build a career where consistent freight and... 
    Flexible hours
    Hgv
    Daily paid
    Local area
    Relocation package

    Decker

    Madison, WI
    2 days ago
  • $106k

     ...Description Job Description Now Hiring Regional Midwest Flatbed Drivers! Looking for a career where you can...  ...still be home on weekends? At Decker Truck Line, we’re hiring regional flatbed...  ...Driver Requirements ~ Valid CDL-A ~6 months CDL A Experience At... 
    Flexible hours
    Hgv
    Daily paid
    Local area
    Immediate start
    Relocation package

    Decker

    Madison, WI
    2 days ago
  • $75.75k - $90k

     ...Energy, a division of Kenan Advantage Group, is currently hiring Regional Truck Drivers in your area! Join KAG today to take advantage of great pay,...  ...terminal managers and great equipment!  Currently hiring CDL-A Truck Drivers! Text APPLY to (***) ***-**** to get your... 
    Hgv
    Currently hiring
    Relocation package
    Weekend work

    Kenan Advantage Group

    Maple Bluff, WI
    3 days ago
  •  ...Company Driver | Flatbed Location: Cottage Grove, WI Company: MK Trucking Pay: $0.63 to $0.70 per mile Route Type: otr, regional Start Date: ASAP About the Position OTR...  ...Requirements • Valid CDL Class A License • Minimum 1.5 Years... 
    Hgv
    Full time
    Immediate start
    Relocation package

    MK Trucking

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

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

    Sherman Brothers Heavy Trucking

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

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

    Sherman Brothers Heavy Trucking

    Cottage Grove, WI
    1 day ago
  • $72 per hour

     ...JS Helwig is Hiring OTR CDL A Drivers.Get more pay for your miles. Not sure what skills you will need for this opportunity Simply read the...  ...on the roadRider Program available from Day 1Late-model trucks - all less than 3 years oldFreightliner Cascadias with Detroit... 
    Hgv

    J.S. Helwig & Son

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

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

    Sherman Brothers Heavy Trucking

    Cottage Grove, WI
    1 day ago
  •  ...Career That Rewards the Driver Behind the DistanceAt J...  ...rewarding future. Our OTR company drivers are the...  ...mile.Modern, Comfortable Trucks That Match Your...  ...for your dedication. Our CDL-A drivers enjoy reliable...  ...monthsof recent OTR or regional CDL-A experience (within... 
    Hgv
    Work at office

    JR Schugel OTR

    Cottage Grove, WI
    2 days ago
  • $70k

     ...OTR Drivers:Average 2,000+ miles per week. Bonuses may be available. Count...  ...home time that works for you.Regional Opportunities:Drive regional...  ...location and route with this truck driving job Qualifications:Must have Class A License (CDL A) & 21 years or older. Must have... 
    Flexible hours
    Hgv
    Relocation package

    U.S. Xpress

    Madison, WI
    4 days ago
  • $1,679 - $2,000 per week

     ...Company Driver | Refrigerated Location: Cottage Grove, WI Company: K&B Transportation...  ...00 per week Route Type: dedicated, otr, regional Start Date: ASAP About the...  ...! Ready to join them? If you have a CDL A and 1 years experience call (844) 657-... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Cottage Grove, WI
    1 day ago
  • $1,886 per week

     ...Company Driver | Refrigerated Location: Cottage Grove, WI...  ...82 per mile Route Type: otr Start Date: ASAP About...  ...Option Two: Traditional Midwest Regional. Start at 73 CPM. Drivers...  ...Flight to Orientation Have a Class A CDL and 1 years OTR experience? If... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Cottage Grove, WI
    1 day ago
  • $90k

     ...Schuster is seeking a CDL-A OTR Truck Driver to haul refrigerated freight from Wisconsin, including meat and ice cream products. Expect a strong support system and professional growth within a family‑oriented company with 60+ years of success. Average earnings around... 
    Hgv
    Weekly pay

    Schuster Company

    Madison, WI
    4 days ago
  • $1,886 - $2,200 per week

     ...Company Driver | Refrigerated Location: Cottage Grove, WI...  ...Route Type: dedicated, otr, regional Start Date: ASAP About...  ...somewhere that we don’t get to by truck, we fly you home for hometime...  ...Ready to join them? If you have a CDL A and 1 years experience call... 
    Hgv
    Full time
    Immediate start

    K&B Transportation

    Cottage Grove, WI
    1 day ago
  • $1,800 - $2,200 per week

     ...Company Driver | Refrigerated Location: Cottage Grove, WI Company: United Transport LLC...  ...Pay: $1,800 to $2,200 per week Route Type: otr, regional Start Date: ASAP About the Position CDL-A Truck Driver: OTR Reefer up 80 CPM ~ DL-A W-2 Company... 
    Hgv
    Weekly pay
    Full time
    Immediate start

    United Transport LLC

    Cottage Grove, WI
    1 day ago
  •  ...Anderson Trucking Service (ATS) is seeking a CDL-A company flatbed truck driver for OTR runs. You’ll haul larger, heavier freight and benefit from a pay program designed for the long haul with Upside Pay. The role offers strong weekly earnings, a guaranteed minimum first... 
    Hgv

    Anderson Trucking LLC

    Madison, WI
    4 days ago
  • $1,350 per month

     ...Position DescriptionRyder is hiring a Class A CDL Truck Driver in Smyrna, TN offering weekly pay, excellent...  ...SOLO To: TN, MS, IL, KY, ARRoute: Regional; Out Every Other NightTractor Type: Day...  ...Code 37167Category Drivers Regional/OTR SoloEmployment Type Regular-Full timeTravel... 
    Hgv
    Hourly pay
    Weekly pay
    Daily paid
    Monday to Friday
    Night shift

    Ryder

    Madison, WI
    2 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to CDL A Truck Driver - Regional & OTR Flex. Be the first to apply!