Oh wow, the "what ifs" can drive a person crazy. If you can't get them out of your head, maybe you could try writing them down to purge them. Theraputic writing helps some people to stop obsessing.

But I think you are right. Certain things are fated. In fact, certain "mistakes" need to happen. It's only in retrospect that you can see them as the lessons that they were meant to be all along.

While you regret losing this girl... the next love interest will benefit! I highly doubt you will ever stand up a date again.... and maybe, next time, it will COUNT in your favor.

As for picking the wrong major in college, I can really relate. I have 2 degrees that I have yet to use. While you can't see how to profit off your art, it doesn't mean that the avenue isn't there. I have several friends that went into graphic design... making logos for different businesses, advertising, even made to order t-shirts. I guess, it depends on your medium though.

At this point with your depression, I think it would be important to explore and follow your bliss. My depression comes with a strong sense of apathey. I have always just wanted to be happy, but can't see what would make me happy. I try different things looking for a passion in life that just doesn't "do it" for me.... I will always want to want something.

If your art is what makes you happy, revel in it. When your heart and mind are a little clearer, I'm sure the money will follow.