I'm talking about some goal or accomplishment that you still look back on fondly with pride, even though it's not going to necessarily get you in the history books or anything (like beating your friend's high score in a video game or winning a hot dog eating contest) ... Basically, it's something you're proud of but - at the same time - you feel a little guilty because it's actually pretty stupid and pointless when you get right down to it.
Here's mine: in the sixth grade, I beat a future NHL All-Star in a game of "Ice Hockey" for the NES (I'll let people try and guess his name) ...
I did a 65KM bike trip to my then ex-girlfriends' place to return her copy of "Starship's Greatest Hits" on cassette tape that I had borrowed from her. She owed me my copy of "Mannequin 2 On The Move" on VHS. She drove, I didn't...so I took it upon myself to trek there from my place. I was about 16 at the time, so it was a huge deal for me. I planned the trip a week in advance, and looked at several different routes before settling on one.
That was about 15 years ago, and even in the grand scheme of things, it wasn't a huge deal, I'm still pretty proud of it. If for any other reason, nobody really cared that I did it, not even my parents. I guess that bolstered my pride in the occasion.
I know one thing: I wouldn't quit my job. Lord knows, with $5,000,000 properly invested, I could retire...but even if I buy tonnest of stuff, I'd probably still get bored very quickly. My number one purchases, however: DVD box sets of Penn & Teller: