Owner Operator & Lease Purchase in Springfield, MA — Start This Week

As of October 2026, there are 53 owner operator & lease purchase openings in Springfield, MA. Local pay ranges from $1,700 to $407,680/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Springfield, MA

$2,184 - $3,822

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Springfield, MA

$2,200 - $4,400

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Springfield, MA

$3,500 - $6,000

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Springfield, OR

$2,800 - $5,000

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Springfield, OH

$2,576 - $4,600

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Springfield, OR

$2,184 - $3,822

Auto Logistics Pros

Independent Contractor Driver - Auto Parts Courier

Springfield, OH

$2,464 - $4,224

Hot Shot Transportation Co.

Hot Shot Truck Driver - Owner Operator with 1 Ton Pickup

Springfield, IL

$89,250 - $136,500

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Springfield, OR

$2,275 - $4,095

On-Demand Tasks Network

Independent Contractor Driver - On-Demand Errands (TaskRabbit/Roadie)

Springfield, IL

$2,000 - $4,000

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Springfield, OR

$3,500 - $6,000

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Springfield, IL

$4,024 - $6,899

Owner Operator & Lease Purchase in Springfield — FAQ

How many owner operator & lease purchase jobs are open in Springfield, MA?
There are currently 53+ owner operator & lease purchase in Springfield, MA. New owner operator & lease purchase roles are added regularly — check this page for the latest openings.
How much do owner operator & lease purchase jobs pay in Springfield?
Pay for owner operator & lease purchase in Springfield varies by employer, equipment and how much time you spend away. Many positions offer flexible scheduling and employee discounts, and some include shift differentials for nights and weekends. Browse the listings above to see pay details for each opening.
Do these owner operator & lease purchase positions require experience in Springfield?
Many owner operator & lease purchase positions in Springfield require no prior experience, and most employers provide paid on-the-job training. Check individual listings for specific requirements.
How do I apply for owner operator & lease purchase jobs in Springfield?
Browse the 53+ owner operator & lease purchase listings above, click on any position for full details including pay and shift times, then follow the application link to the employer. Most driver applications take about 10–20 minutes online.

Owner Operator & Lease Purchase in Other Cities

Owner Operator & Lease Purchase in New York

29 open positions

Owner Operator & Lease Purchase in Los Angeles

38 open positions

Owner Operator & Lease Purchase in Chicago

41 open positions

Owner Operator & Lease Purchase in Houston

27 open positions

Owner Operator & Lease Purchase in Phoenix

39 open positions

Owner Operator & Lease Purchase in Philadelphia

33 open positions

Owner Operator & Lease Purchase in San Antonio

27 open positions

Owner Operator & Lease Purchase in San Diego

35 open positions

Owner Operator & Lease Purchase in Dallas

33 open positions

Owner Operator & Lease Purchase in Fort Worth

23 open positions

Other Driving Careers in Springfield

Full-Time Driving Jobs in Springfield

245 open positions

Part-Time Driving Jobs in Springfield

155 open positions

Delivery Driver Jobs in Springfield

133 open positions

CDL-A Truck Driving Jobs in Springfield

128 open positions

CDL-B Driving Jobs in Springfield

89 open positions

Box Truck & Straight Truck Jobs in Springfield

64 open positions

Local Driving Jobs (Home Daily) in Springfield

61 open positions

Weekend Driving Jobs in Springfield

59 open positions

Last updated: October 29, 2026