Other mistake: When Joe shoots the boy at the back of the house, he walks to the front at the same time a woman a few feet away walks toward him with a pram, and there are people in the background. There is no reaction from anyone to the obviously loud gun shot noise - his gun did not have a silencer on it.
Looper (2012)
1 other mistake - chronological order
Directed by: Rian Johnson
Starring: Bruce Willis, Joseph Gordon-Levitt, Emily Blunt
Continuity mistake: When old Joe is in the night club killing everybody, his face is covered in blood, but spotless when seen through the CCTV.
Trivia: Emily Blunt signed on to the film after reading the first half of the script. She hadn't even gotten to the scene where her character was introduced.
Question: How does the "timeline loop" with the kid becoming the mob boss (and looking to kill Bruce Willis 30 years later) start? If it gets started by "old" Bruce Willis killing the kid's (future mob boss) mother, and getting him very angry and revengeful, because Willis wants to revenge the death of its wife by the future mob boss... Then it is a chicken and egg problem.
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Chosen answer: The first time the time-loop occurred it is not necessarily due to Bruce Willis' character killing her. She could have died in another way, instigating the timeline in which Bruce Willis is taken to close his loop. He knows who the rainmaker is and therefore attempts to kill him in order to preserve his happy future. This in turn creates a brand new timeline in which Joe kills himself to save Sara, who in turn prevents the rainmaker from becoming a crime lord.