I wouldn't say it's exactly conning the government. Some people just don't want to deal with shipping out of the country. so we would just have it shipped to an address in the US.
The border sometimes (but doesn't usually) just charge you tax on the item when you bring it back.
For those uninitiated in cross-border shopping, there are rules as to what you can and can't bring back with you from the US... Things you 100% can't...Things you can for a fee... and things you can at no additional charge. Whether or not you have to pay is up to the discretion of the officer. I've bought 200 worth of clothes and shoes and another 300 of grocery items and paid no tax or duty... I've also paid through the teeth for a single bathing suit.
you have anything to declare? yes, i picked up an ebay shipment from the store. okay, bring it in and we will have a look. easy as that. If the officer deems what you have will be resold (50 iphone cases all the same) you will likely get charged full duty... if it's obviously for personal use (2 iphone cases, keyboard, and monitor) , he will likely let you away without paying anything or just charging sales tax.