100% this. > I ended up joining Shopify as a Fullstack You're already employed. After you have work experience, not a single employer will care about your GPA

100% this. > I ended up joining Shopify as a Fullstack You're already employed. After you have work experience, not a single employer will care about your GPA or your degree. Some of my best coworkers were high school graduates. The real problem you have, from what it seems, is you are holding your standard of success and happiness to an external metric that you have little control over, like getting the "right" degree or doing a masters program. Define your happiness by what career fulfillment means to you. Going back to school would be great if that's what you truly wanted to do. But it doesn't seem like that's what you want to do, otherwise you would be doing it :)