Skip to content
cs@sspgroup.com8401 5 Side Rd, Milton, ON L9T 2Y7

Our History

A Decade of Disciplined Expansion.

Since 2015, SSP Group has scaled from a two-truck operation into a multi-entity freight organization with controlled growth across Canada, the United States, and Mexico.

Timeline

The Milestones That Built SSP

Every year brought new challenges, new lanes, and a deeper commitment to disciplined freight execution.

2015
2Trucks

Where It All Began

SSP was founded in 2015, with only two trucks and two trailers. Not a large operation — a deliberate one. Every dispatch, every handoff, every customer commitment was held to a single standard: accountable execution. The fleet was small. The intention was clear, and the orchestration was dedicated.

2016
6Trucks

First Growth, First Border

The fleet expanded to six trucks and cross-border operations between Canada and the United States moved from plan to execution. SSP's footprint grew — and the operating discipline that defined the first two trucks scaled with every one that followed.

2017
35Trucks

Milton Becomes Home Base

Our operation has now moved to Milton, steels avenue terminal. Fleet capacity reached 35 trucks and 45 trailers. As the operational centre for dispatch, planning, and coordination grew, so did demand for our services. The business had outgrown its starting point — and the SSP team, leaned into it.

2018
Full-ServiceFreight Company

SSP Group of Companies Is Born

SSP Truck Line continued to evolve with focus positioned to customer service . — building the foundation for a full-service North American freight company.

2019
90Trucks

Capacity Expanded Through Acquisition

Strategic acquisitions brought fleet capacity to 90 trucks and 125 trailers, significantly widening lane coverage and equipment depth across the Canadian and U.S. network. The group grew in reach, not just in numbers. Introduction into the Mexican marketplace.

2020
Global3PL Division

Introduction to our Global Division, Team Grows, Pandemic started

SSP Truckline now blends into the SSP Group of Companies as we expanded and introduced execution of our Global (3PL Division) in its entirety. Combining this apex with the introduction of Montreal, being our new Quebec District, our gateway into Eastern Canada, we now supported a workforce exceeding 90 employees and continued as a mainstream supply chain leader through out the Pandemic . Coverage and headcount expanded in accordance — each reinforcing oneanother.

2021
40K+Orders

The Corridor Takes Shape

Operations fully launched in Laredo, Texas and Monterrey, Mexico as well as Sacramento, California. This now Completes SSP's Canada–U.S.–Mexico corridor. One accountable operating model. Over 40,000 completed orders closed this chapter —And so our expansion continued.

2022
MiltonHead Office

We move to our new Head Office in Milton,Ontario

The SSP Group, moves from the Steeles terminal facility to a new Head Office operation here in Milton Ontario (High point Milton), both Global and Truckline Operations integrated under one roof.

2023
AutoHaulDivision

Introduction of the SSP AutoHaul Division

Part of the growth cycle for The SSP Group was a recent acquisition of the all speciality Auto Haul Division here in Milton,Ontario (Lawson Road). Warehousing and cross dock operation followed suit. Introduction of our Miami Distribution network along with Introducing our newest Division offering both LTL services and dedicated specialty car hauling throughout Canada and USA.

2024
Cross-DockWarehousing

We have expanded and now moved the officially to Lawson Road. Head Office along with introduction to cross dock and warehousing.

SSP continues to grow. With recent acquisition in hand, we are now managing a larger workforce, fleet, and opportunities through out North America, our newest head office location (again in Milton Ontario-Lawson Road, whereby all operations (asset & Global) this fully secured facility (controlled entry,etc. ) Naturally CTPAT compliance in full force.

2025
210-Ton Cranes

Expansion, New location, Halton Hills (Milton)

As SSP continued to grow, we required more room for trailer inventory, a full maintenace shop on-site, fully secured yard, CCTV, bolstering 2, 10 ton overhead crane systems and easy accessibility to all main arteries in the GTA region.

Build With SSP

Bring the next chapter of your freight program to life.

We pair asset-backed execution with cross-border operating discipline so enterprise teams can scale lanes without losing control.

Build With SSP