From my understanding Legwork and Mission clocks can be ticked on a miss or you can make a different GM move. Like ticking the clock is your move if you choose that. There’s an example about a meeting with a gang that goes south. And the example points out there is misses here, but the GM uses it to escalate the situation instead of ticking the clock. (pg. 212) So I don’t think its suppose to be a constant tightening, as much as when the fiction dictates it so.

Groups with large numbers can be hard but you can also get more assistance on a roll.

If no one in the group selected the hacker I might play down how big cyber security is. Like if no one selects the driver, cars aren’t as important then. Or you can go with the classical shadowrun set up and have them make a hacker contact that helps them with the mission.

Great write up.