I've been a Bears fan for about half as long as you have. I agree that Angelo's first round picks in his tenure as Bears GM have been brutal.
David Terrell, Marc Coumbo, Rex Grossman, Michael Haynes, Tommie Harris, Cedric Benson, Greg Olsen, Chris Williams.
He's got a eye for late round talent though. He's also one of the best GM's when it comes to player relations.
It's pretty funny that Forbes issued their rankings of best GM's in professional sports (NBA, MLB, NFL, NHL), about a year and a half ago, and Angelo ranked eighth.