What could simply go wrong with your reasoning?Your quarantine measures are applicable only for covid positive cases whoever are asked to be at home due to mild symptoms. And people dont travel with symptoms and they are anyway not allowed.
So how about this: Meeting cbsa inspection officers while inspection and paying the fees. Taking a cab to hotel (no autonomous car hence meeting the driver). Meeting the hotel reservation guys. What about the people in elevator. What about the food delivery guys many dont come till the door and they would stop outside the building for which you go and collect it from that guy. If one forgets his medication and one needs to go to pharmacy/store to get milk/products/items for family/kids as not all products are available for delivery/instacart and not all restaurants deliver food. So you can meet all these guys while under quarantine but not take the car and pickup the food from restaurant/grocery store where you dont actually meet anyone which you think that this would be a problem.
Your house arrest quarantine is for covid positive patients, not for the travellers who dont have covid.
https://www.canada.ca/en/immigration-refugees-citizenship/services/coronavirus-covid19/travel-restrictions-exemptions.html#quarantine
Here it doesnt say about your concept of house arrest. One should have a plan but plan is not for house arrest which they would have clearly mentioned that they would be house arrest and things would be delivered to them.
Search the term asymptomatic, there yah go