Owner Operator Jobs in Chestertown, MD (350)

CDL-A OTR Drivers / $100K Yearly / 1 Year EXP Req'd

Magnum Transportation

Kenton, DE

Driver

Health Insurance

Vision Insurance

$100k / year

CDL-A Lease Operators / $1,800-$1,850 Weekly / 6 Months EXP Req'd

Hirschbach Motor Lines

Worton, MD

Driver

$1,800 - $1,850 / week

CDL-A Drivers / $1,800-$1,850 Weekly / 6 Months EXP Req'd

Hirschbach Motor Lines

Kennedyville, MD

Driver

$1,800 - $1,850 / week

CDL-A Owner Ops: Earn $3000-$4000+/wk Gross! Company Owned Chassis

ContainerPort Group

Worton, MD

Driver

$3,000 - $4,000 / week

CDL-A Owner Ops: $1500 Bonus! Mon-Fri Schedule, No Touch Container Freight!

ContainerPort Group

Georgetown, MD

Driver

$1,500 sign-on bonus

$150 / day

CDL-A OTR Driver

BISON Transport USA

Chestertown, MD

Driver

$5,000 sign-on bonus

401(k)

Dental Insurance

Vision Insurance

Education

‌

CDL A - Van & Tanker OTR Driver

BISON Transport USA

Chestertown, MD

Driver

401(k)

Dental Insurance

Vision Insurance

‌

CDL-A Flatbed Driver

BISON Transport USA

Chestertown, MD

Driver

401(k)

Dental Insurance

Vision Insurance

‌

CDL-A Regional Driver

BISON Transport USA

Kennedyville, MD

Driver

401(k)

Dental Insurance

Vision Insurance

‌

Hybrid Therapist Position - Choose Your Caseload, Free Supervision, Full Admin Support, and more

Safe Harbor Behavioral Care

🌎 Remote

New

Part-Time

Remote

Hybrid

Health Insurance

Dental Insurance

Vision Insurance

Flexible Schedule

$45k - $85k / year

‌

CDL-A Dedicated Dry Van Truck Driver Job - (Up to $1400 / Wk)

Epes Transport System

Chestertown, MD

Driver

$1,400 / week

‌

Licensed CDL-A Truck Driver - Home Weekends - Earn Up to $100,000/Year

TMC

Dundalk, MD

New

Driver

Health Insurance

Dental Insurance

Vision Insurance

Education

$100k / year

‌

OTR Truck Driver - Harrisburg, PA

Magnum Transportation

Aberdeen Proving Ground, MD

Driver

Health Insurance

Dental Insurance

Vision Insurance

$1,300 - $1,500 / week

‌

Psychiatrist (MD/DO) - Remote (Independent Contractor)

Rula Health

🌎 Remote

New

Remote

$130 / day

‌

Maintenance Technician

Morgan Properties

Sudlersville, MD

New

Hourly

Dental Insurance

Vision Insurance

Education

$18 - $22 / hour

‌

Service Technician (multi-site)

Morgan Properties

Galena, MD

New

Hourly

Dental Insurance

Vision Insurance

Education

$20 - $22 / hour

‌

CDL A Driver Independent Contractor / Lease Purchase

Hirschbach Motor Lines

Middletown, DE

New

Driver

401(k)

Dental Insurance

Vision Insurance

$200k / year

‌

CDL A Delivery Truck Driver - Hiring Immediately

CarMax

White Marsh, MD

New

Hourly

Driver

Diversity Leader

401(k)

$25.10 - $42.70 / hour

‌

Class A Regional - Owner Operators - Home Daily

Dunavant Logistics

Centreville, MD

New

$2,250 - $3,000 / week

‌

Seasonal Guest Service Representative

Nothing Bundt Cakes

Nottingham, MD

New

Part-Time

Food Service

‌

Housekeeper

ACTS Retirement-Life Communities

Chestertown, MD

New

Hospitality

Dental Insurance

Vision Insurance

Education

$16.27 - $22.24 / hour

‌

Dishwasher

ACTS Retirement-Life Communities

Chestertown, MD

New

Food Service

Dental Insurance

Vision Insurance

Education

$15 - $16.50 / hour

‌

Delivery Driver (04641) - 1812 Pulaski Hwy - $15/hour + Tips

Domino's Pizza

Edgewood, MD

Part-Time

Hourly

Driver

401(k)

Flexible Schedule

$15 / hour

‌

Domino's Driver (04617) - 612 Eastern Blvd. - $15/hour + Tips

Domino's Pizza

Essex, MD

New

Part-Time

Hourly

Driver

401(k)

Flexible Schedule

$15 / hour

‌

CDL-A Delivery Driver

Performance Foodservice

Nottingham, MD

New

Driver

$15k sign-on bonus

401(k)

$90k / year

‌

CDL A Team Truck Driver

CRST

DUNDALK, MD

New

Driver

401(k)

Dental Insurance

Vision Insurance

$85k - $98k / year

‌

Class A CDL Truck Driver LEASE PURCHASE - Earn up to $200K yearly!

Western Express

MIDDLETOWN, DE

New

Driver

$200k / year

‌

(USA) Area Manager, Fleet Transportation

Walmart

Chestertown, MD

Part-Time

Retail

Eco-Friendly

PTO

Dental Insurance

Vision Insurance

Parental Leave

$50k - $100k / year

‌

(USA) Area Manager - Service Shop (Transportation)

Walmart

Chestertown, MD

New

Part-Time

Retail

Eco-Friendly

PTO

Dental Insurance

Vision Insurance

Education

Parental Leave

$50k - $100k / year

‌

Logistics & Inventory Manager

Sealing Technologies

Stevensville, MD

Part-Time

Warehouse

Health Insurance

Dental Insurance

Vision Insurance

Education

$72k - $113k / year

‌

Integrated Logistics Support Manager- PMTN

Semper Valens Solutions

Belcamp, MD

$3,000 / month

‌

Auto Mechanic Independent Contractor

Global Staffing Service's

🌎 Remote

Remote

$35k - $75k / year

‌

Remote Radiologist – Independent Contractor Opportunity

Experity

🌎 Remote

Part-Time

Remote

‌

CNC Operator Trainee

The Dixon Group

Chestertown, MD

401(k)

PTO

Dental Insurance

Vision Insurance

Education

$16 - $19 / hour

Job Description

Working as an Owner Operator in Chestertown, MD

There are 350 Owner Operator opportunities available in Chestertown, MD all with unique requirements.

The Owner Operator job description includes those who own and operate their own trucks who are responsible for safely hauling cargo. Owner Operators earn a good income and are their own boss, as well as hiring their team. They may provide services covering short or long distances and deliver any type of resource from goods to people.

Owner Operator jobs near Chestertown, MD

Owner Operators in Chestertown, MD Resume Data

Average Experience for Owner Operators in Chestertown, MD

More than 10 years: 79%
6-10 years: 14%
3-5 years: 5%
1-2 years: 1%
Less than 1 year: 1%

Educational Background for Owner Operators in Chestertown, MD

Diploma: 61%
Associates: 16%
Bachelors: 15%
Masters: 7%
Doctorate: 2%

Top Skill for Owner Operators in Chestertown, MD

Work style: Reliability: 18%
Customer focus & orientation: 17%
Attention to detail: 14%
Customer service: 10%
Delivery driver: 9%
Sales skills: 9%
Management & leadership skills: Planning & execution: 6%
Work motivation: 6%
Administrative assistant/receptionist: 5%
Mechanical knowledge: 5%

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