"At the end of Indiana Jones and the Last Crusade, although it wasn't choosing the wrong grail (that was just paying attention to Biblical history), it was that Elsa kept reaching for the grail, instead of taking Indy's hand.
Which is really quite dumb when you think about the crazy things he's done with that whip. Had she reached up immediately, he could have pulled her to safety, then had both hands free to lasso the grail to safety as well. Instead, both are lost. Nice going, Elsa. It is also worth noting that it wasn't money she was seeking, but rather immortality."
"In Superman Returns, when Superman starts lifting up the artificially created island, Lex Luthor yells for everyone to run for the helicopter, specifically telling them "Take nothing!" Despite this, his three Mooks Riley, Grant, and Stanford linger to gather up their stuff: Riley his video equipment, Grant a suitcase and the money he and Stanford were playing poker with, etc. He even pauses to grab the still lit cigar Lex dropped! Small wonder they lag behind during the run for the chopper and end up crushed under a huge, falling column that Lex and Kitty outrun but they don't."
In Star fox Assault, after being booted from Star Wolf, Pigma Dengar steals the Aparoid Core Memory from Star Fox in attempt to make a fortune, but he eventually gets mutated into an Aparoid himself and Fox kills him to get the Core Memory back.
This could happen in The Legend of Zelda: A Link Between Worlds, where there's a friendly Hinox that can pay you five rupees to leave him alone, though you can ask for more, but do it too much and he'll get angry that you were extorting him and will try to kill you, this would not reset when you leave, re-enter and he'll still want you dead.
In the Detective Conan/Case Closed episode "Jimmy Kudo Revealed"/ "Caught Up with the Great Detective! 2 Murder Cases!", Machiko Yabuuchi/Marlena Xanderbilt attempts to stab Yoshifusa/Yorkham(actually Dickson Tanaka) in an attempt to gain his supposed share of the family fortune only for him to kill her with a counterattack.
☠To quote this page about a later case: tvtropes.org/pmwiki/pmwiki.php…
☠☠"Akira Sumida from the "Timeless Sakura Love" was a fat pawn shop owner, feared and hated for also doubling as a completely heartless and selfish Loan Shark, willing to do things like stealing a valious ring that someone pawned when in a desperate situation and then lie about having sold it while she's wearing it, trick another person into buying an antique plate in 500.000 yens when in reality it's just a cat's plate worth less than 1000, and trying to force a person in debt to sign a life insurance policy so she'd kill him and get money from it. And then, the last one backfired TERRIBLY."
☠"The Worst Birthday" had Akiho Kokubu who planned to kill her husband Takehiko in an attempt to inherit his money.
Also from here: tvtropes.org/pmwiki/pmwiki.php…
"Two business owners decided to have their shop burned down to collect the insurance. All they got was a double Darwin Award."