Continuity mistake: When Leonardo engages Shredder on the roof-top, there is a scene where Shredder is seen close front. In that instance he is actually fighting Raphael; on the right you can see his red mask, and the weapons Shredder parries are sai, not swords.
Teenage Mutant Ninja Turtles (1990)
81 mistakes - chronological order
Directed by: Steve Barron
Starring: Sam Rockwell, Elias Koteas, Judith Hoag, Josh Pais, Michelan Sisti, David Forman
Michelangelo: God, I love BEING A TURTLE.
Trivia: At one point in the movie Shredder scolds Tatsu, and right after that, Tatsu curses saying, "kuso." That's about the equivalent of saying sh*t in Japanese.
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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.