Owner Operator & Lease Purchase in Boston, MA — Hiring Now

As of October 2026, there are 18 owner operator & lease purchase openings in Boston, MA. Local pay ranges from $1,760 to $143,000/year. Listings are updated daily — many roles offer flexible hours and employee discounts.

Local Merchant Delivery Network

Independent Contractor Driver - Early Morning Bakery/Floral

Boston, MA

$2,520 - $4,410

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Boston, MA

$3,220 - $5,520

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Boston, MA

$3,500 - $6,000

Secure Document Couriers

Independent Contractor Driver - Night Shift Legal/Document Courier

Boston, MA

$2,800 - $5,000

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Boston, MA

$2,500 - $4,500

Final Mile Delivery Co.

Independent Contractor Driver - Final Mile Parcel

Boston, MA

$2,760 - $5,060

On-Demand Tasks Network

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

Boston, MA

$2,160 - $4,320

Regional Expedite Logistics

Independent Contractor Driver - Long Distance / Regional Courier

Boston, MA

$3,780 - $6,480

Corporate Catering Couriers

Independent Contractor Driver - Catering Logistics

Boston, MA

$3,850 - $6,600

Urban Pedal Logistics

Independent Contractor Driver - Urban E-Bike/Scooter Courier

Boston, MA

$2,800 - $5,040

Hot Shot Transportation Co.

Hot Shot Truck Driver - Owner Operator with 1 Ton Pickup

Boston, MA

$93,500 - $143,000

On-Demand Tasks Network

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

Boston, MA

$1,760 - $3,520

Owner Operator & Lease Purchase in Boston — FAQ

How many owner operator & lease purchase jobs are open in Boston, MA?
There are currently 18+ owner operator & lease purchase in Boston, 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 Boston?
Pay for owner operator & lease purchase in Boston 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 Boston?
Many owner operator & lease purchase positions in Boston 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 Boston?
Browse the 18+ 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 Boston

Full-Time Driving Jobs in Boston

58 open positions

Part-Time Driving Jobs in Boston

55 open positions

Delivery Driver Jobs in Boston

43 open positions

CDL-B Driving Jobs in Boston

26 open positions

Box Truck & Straight Truck Jobs in Boston

26 open positions

Weekend Driving Jobs in Boston

20 open positions

CDL-A Truck Driving Jobs in Boston

16 open positions

Regional Driving Jobs in Boston

14 open positions

Last updated: October 29, 2026