Owner-Operator with Cargo Van – OTR (Windsor & GTA Areas)

Company: QuickDrop Transportation

Location: Hiring 2 Owner-Operators (1 based in Windsor, ON & 1 based in the Greater Toronto Area, ON)

Earnings: Gross $9,000 - $13,000 / month (60/40 Split):

QuickDrop Transportation is immediately hiring two (2) responsible, professional Owner-Operators who own their own cargo vans—one based in the Windsor area and one based in the GTA.This is a demanding, high-paying Over-the-Road (OTR) contract for owner-operators, requiring regular cross-border travel. We provide complete operational support so you can focus on running your business. The company covers cargo & liability insurance, CBP transponder/decals, tolls, 24/7 dispatch, and billing.

Owner-operators keep 60% of the gross revenue and are only liable for their van and its related operating expenses (fuel, maintenance, etc.).Schedule:

- Monday to Friday OTR.
- Occasional weekend work required based on freight demands.
- Must be comfortable and capable of driving long hours.

Vehicle Requirements:



Must own and operate a high-roof cargo van in excellent condition. Accepted models:

- Ram ProMaster
- Ford Transit
- Mercedes-Benz Sprinter

Mandatory Qualifications (No Exceptions):

- Experience: Minimum 3 years of commercial driving experience supported by an official history letter from your insurance company.
- Border Crossing: Valid US Visa or Canadian Passport/FAST Card for seamless cross-border transit.
- Documentation: Clean Driver’s Abstract and a recent Criminal Record Check.

How to Apply: If you meet all the strict qualifications above and are ready to run, email your van details, insurance history letter, and driving documents to [email protected]. Please specify in your email whether you are applying for the Windsor or GTA position. Only serious inquiries will be contacted.

Pay: $90,400.00-$110,000.00 per year

Work Location: In person

📌 Cargo van owner operator (Windsor)
🏢 QUICKDROP LOGISTICS
📍 Windsor