Okay; to pick all four locks simultaneously (only the final bit needs to be simultaneous, you can pick the locks 90% of the way and hold them there while working on the next), each of Jibrīl and Thwip will need to make two lockpicking rolls, with the off-hand one at -2. If any of the rolls fail, you need to start again.
17+ is a Critical Failure. Try not to do that. 
Thwip will need to use his Gizmo advantage to acquire lockpicks.
