After my last pic, I decided to draw a truly childlike Boogieman!Jack. In my head this one's not necessarily bad. He just likes scaring people because it's funny, he does it for fun but with no true malicious intent.
He also likes to play pranks that will cause mass fear (like a fake bomb threat in a school for example). Because of these pranks other spirits look down their noses at him for being so insensitive and cruel (what they don't realize is that he does this because he's seeking attention and he's lonely and he just wants a friend, but nobody likes him so the only way he can make them look at him is by doing bad things).
Sorry about the quality. My scanner is still out and I had to take a photo with my phone.
Edit: Re-uploaded the pic. Finally got a new scanner! Yay!