One of my biggest college regrets was not accepting the invite to host my own college radio show. I was afraid that nobody would give my show/choice in music a chance, but it would've been completely worth it if even one person tuned in.
Actually, it's something I dwell on more than I'd like to admit. It feels as if the last few years of my life have been filled with mostly regret. Chances I should've taken! Opportunities I missed out on! If I could go back in time and tell my freshman self just OOOOONE thing, I would say, "Just Nike that shit, man."