Corrected entry: There's no way Debora would ever be allowed to wear heeled ankle boots to her waitress job at Bo's Diner. Waiting staff are almost on their feet the whole day, so wearing heels would be unsuitable.
Corrected entry: When Baby is in his boss' car, the boss puts both hands on the steering wheel, and then the sound of the car's engine starting can be heard. He could not have turned the key/ pushed the button with both hands on the steering wheel.
Correction: The scene you are suggesting simply did not happen in the movie. Please watch it again and you will see Baby start the car with the button before doing anything else.
Corrected entry: At the start of the movie, after the credit sequence finishes, when Baby places the coffee cups in front of each of the team members from the first heist and Doc, the cups make a hollow sound, indicating that they are actually empty.
Correction: The sound you hear is a carefully edited in noise to match the music. It's not the real sound of the prop being put down. Regardless of this, it sounds like a full cup being put down. Full coffee cups do still have a hollow base.
Correction: Clearly she was permitted to wear them. Just because something is not advised, does not make it a plot hole.