Without getting into race and culture, the trucking industry has substantially changed in the past number of years, and not for the better. It used to be that the industry was dominated by two types of operations; company fleets, where the tractor and possibly trailer were owned by either the a cartage company or the product producer, and the drivers were employees; and owner-operators ('brokers'), where the tractor was owned by the driver (or he was at least a shareholder). Companies had a vested interest in their fleet and staff (particularly ones like the beer companies) and the owner-operator had a lot of money at stake. Most owner-operators were pretty much backyard mechanics, either out of natural interest and/or a need to keep costs down.
A lot of the large company fleets were certified to issue training qualifications but, regardless, you still had to be qualified by a state (province/US state) examiner.
Now, many tractors are now leased fleets and drivers are supplied by driver pool companies who just show up as assigned, so you have drivers that are likely unfamiliar with the tractor, the load and the route. Layer onto that the provinces (mostly) have downloaded training and certification to private companies with virtually no oversight or quality control. Competition has driven wages down and compelled drivers to 'get the miles on' and any cost so they can get paid and get on to the next job.
In northern Ontario terms, layer on top of all of that is the fact that MTO winter maintenance standards are lower than in the south. This is something northern politicians have been hammering on for a while. I'm old enough that my 'road warrior' time was when the MTO plowed the roads. When they first contracted winter maintenance, patrol supervision (the guy who calls out the plows) stayed with the MTO and, frankly, we didn't really notice the difference. Probably most of the operators just changed shirts. When they downloaded supervision, it all went to heck. Contract companies will work to the minimum standard. I argue some don't even do that, but the MTO compliance folks are at the MTO district office and mostly do paper contract compliance monitoring.
To be clear, this has been a challenging winter. Highways get closed for weather all the time and that won't change. There is also a reported salt shortage, which probably doesn't have a huge impact in the north due to temperatures. But the number of transports jack-knifed, in the ditch, in the back of the transport in front of them is off the dial and should be a concern to anyone who regulates the industry. Take a under-maintained road, add in poorly trained drivers operating equipment they are not fully familiar with and, quite frankly, don't really care about, and you get what we have.