>>The challenge is that as a Canadian it's a lot easier to get a TN-1 or H1-B as an employee than as a founder.

It's the same in the US. If you're an immigrant, it's incredibly difficult (if not outright impossible) to get a work visa to work at a company you founded. There are a few "founder visa" type bills being discussed in the Congress, but all of them require the company you have founded to have a hefty revenue as well as a handful of employees. In other words, they are only for founders who are already successful.