Man, I hate that I know this one. The scene where neo walks up and scares cypher? He's working on an auto-jack script to manage operator duties and building an escape plan. Before he turns off the screens there's also blueprints for the building where the group is later ambushed displayed, further implying he was plotting at that moment.

Edit - Operators are for when shit hits the fan to run support and adapt to the situation. The act of loading people in and out can be automated as long as there's no crazy variables to account for, like agents crashing the party.

It's in his name. He put a cipher in the code to automate jacking in. Then just had an exit code on a timer. 2 hours is enough time to get in, have a steak, then get out.

Ignorance is bliss.

Why is no one talking about that poor woman’s anniversary?!?!

Dude WAS an operator.

He wrote an automation script to do it

He automated his job but didn't tell his bosses so he'd have more time to screw around. I'm not big on betraying humanity but ....