Stupidity: Why would the tow driver go around Deacon's truck in the one-way dead-end parking lot to pick it up from the front? He'd have to back it up on the hook, and Deacon's truck would be in Park, making it impossible. There's a reason tow trucks hook up vehicles by the drive axle ends. (00:08:40)
Stupidity: When Steve Martin reaches the beach with the wheelchair, he tips it over, giving the illusion that he fell out of it. However, with where he starts crawling on the beach, it's tipped the wrong way. If it was that way, he would've been on the other side of it. A clever con-artist should know better.
Stupidity: When Joaquin was running from Cornell, he turned into an alley between buildings. He was to the left (of the screen), which was unobstructed, but ran to the right, so he could jump over boxes. Cornell could have also stayed to the left, but ran far enough to the right where he could kick the boxes out of his way. Easily avoiding the boxes would have been faster. (00:11:37)
Stupidity: When Jonathan is chasing the truck to try and save Sarah, he could have removed his heavy backpack and run faster...but instead just leaves it on. No wonder he wasn't fast enough.
Stupidity: Ilona Bergen's murder happening as shown is laughable; she sees the hand with the syringe coming, slowly, at her, and not only she can't defend herself or avoid it (because, damsels in distress in the 60s, you know), but she does not even scream. There's no way the killer could have been sure, or even take a calculated risk, to murder her in such a way. (00:55:25)
Stupidity: Felix and the DEA capture Sanchez, a very powerful drug lord, in a very public way, have the wedding...then everyone just goes home. No concept of extra security or concern about his minions getting revenge. So of course they can then just wander into his house with no problems whatsoever to capture him and murder his wife. Bond's clearly concerned when he learns Sanchez has escaped, but he must have realised there'd be plenty of goons still around before that point.
Stupidity: Catherine, wearing a dress and coat, was outside in the snow chopping firewood while her teenaged son sat nearby playing video games on his tablet. This could also fall under "plot hole" because having the son close by made him available to try to help his mom when Pryce attacked her (with the intent to rape). (00:36:40 - 00:37:15)
Stupidity: Anyone with a job in the White House would have to be known to the Secret Service on a daily basis, so the two Secret Service agents that find Cory the janitor should have been aware of his identity without him having to state who he was and that he worked there.
Stupidity: Johnny bleaches and cuts Ponyboy's hair and cuts and washes his own, thinking that would make them not fit the pictures of them. They look the same just with blonde hair and not greasy hair.
Suggested correction: I think you are right to a certain extent, but not necessarily when things are put in perspective. For example, they were "Greasers" and a certain image was attached to this status. Something like washing their hair would make them less noticeable among "Soc's" and other non-Greaser statuses. Anyone looking for them would not automatically assume they washed their hair or had the time to get hair cuts and bleaching while "on the lam." If an APB went out, it would contain their usual appearances.
Stupidity: With the threat of strangulating Jess, Garriga coerces a false confession from Nicky about the complicity of Jess. Garriga then laughs, calls Nicky out on it, and points out the confession's deficiencies. The film treats the whole scene as an astute reveal à la Sherlock Holmes! Nobody notices, let alone points out, that a coerced confession is worthless. In reality, Garriga would feel very stupid because he almost murdered someone. For the same reason, Jess must feel very angry.
Stupidity: The highly trained commandos who knew everything about the NSA base and penetrated it during a perfectly planned operation through weapons and devices that pierce steel like butter, decided to stand outside the barn (so they knew something valuable was there) and its wooden door. It even has a direct line to the command center.
Stupidity: The Chief Inspector wants the video cassette back because it shows him committing murder. Yet he spends the entire movie shooting and killing people in public trying to get Johnny and the cassette.
Stupidity: Officer Malloy was trying to fix reception problems on a small TV at the police station while Lt. Stevenson was listening to Gerri Tauver reporting on the explosion that happened in Suffolk County. Stevenson told Malloy, "Just play with the wire... I need to fix this. I need to find out what's going on from the explosion this morning." A police lieutenant could have easily called the fire department chief or officers on the scene to get first-hand information, not depend on a TV news report. (00:09:09 - 00:10:54)