Oh fillet engine, why do you hate me? =)

 From:  SW03
If you don't mind me jumping into this thread: I guess It started in Illustrator. The "9" looks particularly messy (point-wise) compared to the "8" and the other letters. Sometimes the paths in (especially free–) fonts aren't closed, or have point angles that cause the paths to overlap in tiny areas, which leads to little surface pieces being generated.