[issa]

I guess my question is: why do you want to go back to school? It seems like you would get a TON of practical experience spending that time at Shopify. In most situations having a few years of work at a well-known company is going to be worth infinitely more than a degree. And if you just want to learn for learning's sake, you can always continue with free options.

The most important thing to remember is that there are no bad choices here. If you pick any of these paths, and focus on the things you enjoy, you will be fine.