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Seems like the only work I've ever had a passion for has been listening to others and discussing existence. So naturally, I work in digital advertising operations :/ ... Stupid student debt

Oh, you sound like me. I love thinking and talking about existence, too. It appears you are in need of something as your use of the word, "Stupid student debt" indicates to me that you feel you must do work that is beneath you in order to pay off your debts.
What does Black Swan mean to you personally? Can you identify with a Black Swan or does the concept feel out of your reach? I am curious about your answer.

If I had to, I'd scrub toilets to make sure the student loan people didn't come after my family like they've tried already when I was homeless and unable to pay, post-navy. I don't feel there is any work above or below me and I'm fortunate to be tech savvy enough to have completed a career and industry change.

But working with advertising isn't fulfilling, no.
Having never seen the movie, I'm only familiar with the concept. To me, Black Swan is an introspective moment that comes after an unexpected big change, a rationalizing of what's happened. It approaches the maxim of "everything happens for a reason," and I can easily identify with that when I think about how, if the events in my life hadn't happened this way, I wouldn't be the exact person I am today. That being said, I don't believe anything happens for a reason. It's the only way I can continue to see the universe as beautiful, instead of calculating and malicious.