In the same mindset, but in a slightly different lane, Jake Malooley over at Chicago Reader lists his 50 worst Bulls moments over the first 50 years.
Things range from pretty light-hearted moments ("The Bulls' sad inaugural parade"), to the more depressing moments ("Dick Motta, Jerry Sloan, and Benny the Bull are ejected from a playoff game"), to pure terrible ("The drafting of Dalibor Bargarić"), to the dark, dark horrible moments ("Derrick Rose tears his ACL").
Please give this list a look. It lists some things that I never even knew ("Losing Magic Johnson on a coin flip") and gives a fairly nice historical look at the Bulls from the not-so-happy days.
This article is actually pretty perfect for BaB...it's everything Chicago Bulls, but oh so depressing!