Courtesy Driver Jobs, Employment in Kentucky Now Hiring September 2026

OTR CDL-A Reefer Truck Driver Job - (Earn $0.58 - $0.67 CPM!)

J&R Schugel Trucking

Vine Grove, KY 40175

$2,500 bonus

OnsiteHealth InsurancePaid Time OffRetirement Benefit

$0.58 - $0.67 CPM

2,500 - 2,800+ miles/week average

Bonus: $250 Orientation Pay + $1,000 vacation pay

Monthly safety bonus based on performance

Bi-annual compensation reviews

Unlimited referral incentives - earn $2,000 per hired driver

Detention, layover & stop pay

Medical, Dental, Vision, Life, 401(k)

ESOP - Employee Stock Ownership Program (become a part-owner)

Pet & rider program

Out 10-12 days, home 2 days

CDL-A

Minimum age: 21

12 months of recent OTR or regional CDL-A experience (within the last 3 years)

Refrigerated experience

Safe driving record

Stable work history

Limited Time $2,500 sign on!

Detention, layover & stop pay

Monthly safety bonus based on performance

Bi-annual compensation reviews

Unlimited referral incentives - earn $2,000 per hired driver

Pet & rider program

ESOP - Employee Stock Ownership Program (become a part-owner)

Apply Directly

$25.26 Per Hour Could Be Yours | Drive With Uber

Uber

Cromona, KY 41810

$25.26/hr

$25.26 Per Hour

Meet the minimum age to drive in your city

Have at least one year of licensed driving experience in the US (3 years if you are under 25 years old)

Use an eligible 4-door vehicle

You consent to driver screening and background check

You have an iPhone or Android smartphone

A valid US Driver's license

Proof of residency in your city, state, or province

Proof of vehicle insurance if you plan to drive your own vehicle

Dedicated CDL-A Dry Van Truck Driver Job - (Avg $1,830-$1,925/Wk!)

Hogan Transportation

Olympia, KY 40358

$1,830-$1,925/wk

$10,000 bonus

OnsiteHealth InsurancePaid Time OffRetirement Benefit

Average Weekly Pay of $1,830-$1,925

$1.11-$1.13 CPM

Medical, Dental, Vision, Life Insurance, 401(k)

Rider & Pet Policies

Vacation & Holiday Pay

Safety & Service Award Programs

Unlimited Referral Bonuses (up to $3,000 per referral)

Safe Stop Incentive Program - Earn an Extra $700-$1,000 Quarterly

Assigned Late-Model Trucks

Home Weekly

Touch Freight

Valid Class A CDL

Minimum 6 months of recent tractor-trailer experience

New, Posted 1 day ago

CDL-A Local Dry Van Truck Driver Job - ($1,100 - $1,800/Wk!)

Brown Trucking

Linefork, KY 41833

$1,100-$1,800/wk

OnsitePaid Time OffRetirement Benefit

$1,100 - $1,800 Weekly

Weekly deposits

Company match up to 4% with a 5% employee contribution

Refer a friend and earn $3,000 (paid within 90 days)

Paid vacation, holidays, and orientation

Low-cost benefits after 60 days

401(k): Company match up to 4% with a 5% employee contribution

Regional Drivers: Home weekly for 34-hour reset

Local Drivers: Home daily

Weekend work available to increase earning potential

Mostly drop & hook freight

Valid Class A CDL

12 months of verifiable experience within the last 36 months

Clean MVR

No DWI/DUI in the last 7 years

CDL-A Regional Truck Driver Job - (Earn $1,500 - $2,150/Wk)

First Fleet

Bellevue, KY 41073

$1,500-$2,150/wk

$4,500 bonus

OnsiteHealth InsurancePaid Time OffRetirement Benefit

Earn $1,200-$2,100/wk by location (see pay rates per terminal in description)

Earn up to $1,670 - $1,800 Weekly Average ($2,200+/week for highest earners) for Southeast Based Drivers

Indiana & Ohio Based Drivers Earn $1,800/Week + $4,500 Sign-On Bonus Paid Weekly for 6 Months

Premium Equipment: Drive assigned, late-model Volvo, International, and Peterbilt tractors.

Unbeatable Healthcare: Protect your family with unbelievably low-cost medical, dental, vision, and hearing coverage.

Guaranteed Pay Growth: Predictable, scheduled pay increases so your paycheck grows with your tenure.

Performance Bonuses: Boost your earnings with our quarterly Safety & Fuel Bonus program.

Long-Term Security: Matching 401(k) retirement plan, Paid Time Off (PTO), Life Insurance, and comprehensive Disability coverage.

CDL A

At least 1 year of experience

CDL-A Company Driver - 3yrs EXP Required - OTR - Dry Van - $1.89k - $2.4k per week - Bison Transport Inc.

BISON TRANSPORT

Eastern, KY 41622

$1,890-$2,400/wk

$3,500 bonus

OnsiteHealth InsurancePaid Time OffRetirement Benefit

Up to 80 CPM : 70CPM base PLUS 6-10 CPM instructor premium depending on experience

Earn average $100,000 plus bonuses per year!

Earn $1,890 - $2,400 per week

$3,500 sign-on bonus - we value your experience

Student Completion Bonus: $500 if student successfully completes 6 months from date of hire

All ICIs receive new 2027 truck!

98% No Touch - Just Drive

Paid orientation

Referral program

401K, medical, dental, vision, life, and disability

Employee assistance program

Flexible spending account

Disability insurance

Health savings account

Vacation Bank

3+ years of verifiable, accident-free Class A truck driving experience

Completion of a two-day ICI certification class

Willingness to share truck space with students for up to five weeks at a time

Maintain acceptable safety, operations, shop, and training performance

Attend quarterly ICI meetings

Strong interpersonal and communication skills to inspire and motivate new drivers

Experience in driver training is preferred but not required—your passion for safety and teaching is what matters most

New, Posted 1 day ago

Front End Team Leader

Ollie's Bargain Outlet

Louisville, KY 40242

driverjobapplication.com

CDL-A Regional OTR Flatbed Truck Drivers - (Earn $80k - $95,000/ Yr!)

Gypsum Express

all cities, KY

$750/wk

Requires TravelEducation AssistanceHealth InsurancePaid Time OffRetirement Benefit

$80,000 to $95,000

Medical, Dental, Vision, Short/Long Term Disability & 401K w/company match

Paid Vacation & Holiday Pay

Tuition Reimbursement - $150 per month up to $6,000 for qualified drivers

Orientation Pay $750.00/4 days

In Cab Training Pay $750.00/week + mileage incentive

Tarp and Un-tarp Pay (other accessorial pay available)

Unlimited Referral Bonus potential

Excellent Bonus Programs - Compliance, Fuel, Safety Bonuses

48 Company Paid Life Insurance

HOME EVERY WEEKEND - REGIONAL OTR

Home EVERY Weekend

34 hour reset

At least 21 years of age

Apply Directly

CDL A Shuttle Truck Driver

SYSCO

Bowling Green, KY 42102

OnsitePaid Time Off

Excellent pay.

CDL A Shuttle Delivery Truck Drivers are home daily.

Paid vacation and holidays.

Comprehensive healthcare benefits.

Generous retirement benefits.

Employee discount programs.

Discounts on Sysco stock (SYY). – where applicable

Ongoing training and career growth opportunities.

Uniforms.

21+ years of age.

Pass employment testing

Commercial Vehicle Drivers must have the ability to read and speak the English language sufficiently to converse with the general public, to understand highway traffic signs and signals in the English language, to respond to official inquiries, and to make entries on reports and records.

Valid Class A Commercial Driver license with a driving record that meets company insurability standards.

Doubles/Triples Endorsement preferred

New, Posted 19 hours ago

CDL-A Solo Truck Driver & Team - Earn $75k - $85k/Year

KOTTKE TRUCKING

Clarksville, TN 37040

$1,700/wk

OnsiteHealth InsurancePaid Time OffRetirement Benefit

Solo Company Drivers: $1,200–$1,700 weekly

Average annual earnings: $75,000–$85,000

Team Company Drivers: $3,000–$5,000 weekly, split

Monthly bonus program

Clean Department of Transportation (DOT) inspection bonus

Detention, layover, and stop pay

Referral bonus: $2,500 per referral

One week of paid vacation per referral

401(k) retirement plan with company match up to 3% of wages

Medical, dental, and vision insurance

Short-term and long-term disability coverage

Paid vacation: two weeks after one year of employment

Passenger and pet policy

Newer equipment

Valid Class A CDL

Minimum 12 months of driving experience

Must pass DOT physical examination and drug screening

Approved driving record

Reefer (refrigerated trailer) experience preferred

436 Courtesy Driver jobs in Kentucky

OTR CDL-A Reefer Truck Driver Job - (Earn $0.58 - $0.67 CPM!)

$2,500 bonus

$25.26 Per Hour Could Be Yours | Drive With Uber

$25.26/hr

Pay$25.26 Per HourRequirementsMeet the minimum age to drive in your cityRequirementsUse an eligible 4-door vehicle

Dedicated CDL-A Dry Van Truck Driver Job - (Avg $1,830-$1,925/Wk!)

$1,830-$1,925/wk

$10,000 bonus

PayAverage Weekly Pay of $1,830-$1,925Pay$1.11-$1.13 CPMBenefitsMedical, Dental, Vision, Life Insurance, 401(k)

CDL-A Local Dry Van Truck Driver Job - ($1,100 - $1,800/Wk!)

$1,100-$1,800/wk

Pay$1,100 - $1,800 WeeklyPayWeekly depositsPayCompany match up to 4% with a 5% employee contribution

CDL-A Regional Truck Driver Job - (Earn $1,500 - $2,150/Wk)

$1,500-$2,150/wk

$4,500 bonus

PayEarn $1,200-$2,100/wk by location (see pay rates per terminal in description)PayEarn up to $1,670 - $1,800 Weekly Average ($2,200+/week for highest earners) for Southeast Based DriversPayIndiana & Ohio Based Drivers Earn $1,800/Week + $4,500 Sign-On Bonus Paid Weekly for 6 Months

CDL-A Company Driver - 3yrs EXP Required - OTR - Dry Van - $1.89k - $2.4k per week - Bison Transport Inc.

$1,890-$2,400/wk

$3,500 bonus

PayEarn average $100,000 plus bonuses per year!PayEarn $1,890 - $2,400 per weekPay$3,500 sign-on bonus - we value your experience

Front End Team Leader

CDL-A Regional OTR Flatbed Truck Drivers - (Earn $80k - $95,000/ Yr!)

$750/wk

Pay$80,000 to $95,000BenefitsPaid Vacation & Holiday PayBenefitsOrientation Pay $750.00/4 days

CDL A Shuttle Truck Driver

PayExcellent payBenefitsCDL A Shuttle Delivery Truck Drivers are home dailyBenefitsPaid vacation and holidays

CDL-A Solo Truck Driver & Team - Earn $75k - $85k/Year

$1,700/wk

PaySolo Company Drivers: $1,200–$1,700 weeklyPayAverage annual earnings: $75,000–$85,000PayTeam Company Drivers: $3,000–$5,000 weekly, split

436 Courtesy Driver jobs in Kentucky

OTR CDL-A Reefer Truck Driver Job - (Earn $0.58 - $0.67 CPM!)

$2,500 bonus

$25.26 Per Hour Could Be Yours | Drive With Uber

$25.26/hr

Pay$25.26 Per HourRequirementsMeet the minimum age to drive in your cityRequirementsUse an eligible 4-door vehicle

Dedicated CDL-A Dry Van Truck Driver Job - (Avg $1,830-$1,925/Wk!)

$1,830-$1,925/wk

$10,000 bonus

PayAverage Weekly Pay of $1,830-$1,925Pay$1.11-$1.13 CPMBenefitsMedical, Dental, Vision, Life Insurance, 401(k)

CDL-A Local Dry Van Truck Driver Job - ($1,100 - $1,800/Wk!)

$1,100-$1,800/wk

Pay$1,100 - $1,800 WeeklyPayWeekly depositsPayCompany match up to 4% with a 5% employee contribution

CDL-A Regional Truck Driver Job - (Earn $1,500 - $2,150/Wk)

$1,500-$2,150/wk

$4,500 bonus

PayEarn $1,200-$2,100/wk by location (see pay rates per terminal in description)PayEarn up to $1,670 - $1,800 Weekly Average ($2,200+/week for highest earners) for Southeast Based DriversPayIndiana & Ohio Based Drivers Earn $1,800/Week + $4,500 Sign-On Bonus Paid Weekly for 6 Months

CDL-A Company Driver - 3yrs EXP Required - OTR - Dry Van - $1.89k - $2.4k per week - Bison Transport Inc.

$1,890-$2,400/wk

$3,500 bonus

PayEarn average $100,000 plus bonuses per year!PayEarn $1,890 - $2,400 per weekPay$3,500 sign-on bonus - we value your experience

Front End Team Leader

CDL-A Regional OTR Flatbed Truck Drivers - (Earn $80k - $95,000/ Yr!)

$750/wk

Pay$80,000 to $95,000BenefitsPaid Vacation & Holiday PayBenefitsOrientation Pay $750.00/4 days

CDL A Shuttle Truck Driver

PayExcellent payBenefitsCDL A Shuttle Delivery Truck Drivers are home dailyBenefitsPaid vacation and holidays

CDL-A Solo Truck Driver & Team - Earn $75k - $85k/Year

$1,700/wk

PaySolo Company Drivers: $1,200–$1,700 weeklyPayAverage annual earnings: $75,000–$85,000PayTeam Company Drivers: $3,000–$5,000 weekly, split