Stupidity: The Foot Clan found the Turtles' hideout in the sewers thanks to one of their members who followed Raphael when he was carrying an unconscious April O'Neil after he saved her from the evil ninjas. When Shredder later is trying to find the Turtles, it takes Danny's betrayal to point him towards April. How stupid does he have to be? It's a connection anyone would have made, it was the second time she was saved, even.
Teenage Mutant Ninja Turtles (1990)
2 stupidities
Directed by: Steve Barron
Starring: Sam Rockwell, Elias Koteas, Judith Hoag, Josh Pais, Michelan Sisti, David Forman
Other mistake: In the music within the ending credits, the lyrics incorrectly state that Raph is the leader of the group when all Turtle fans past and present know it is Leo.
Tatsu: Go... play.
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Answer: It's not really petty thievery. Shredder essentially has control over a large crime syndicate which is involved in pickpocketing, burglary, and highjacking. And that's just the gang itself. The Foot Clan itself is probably involved with other activities that we haven't seen.