OKAY I FINALLY KNOW HOW A TB/B99 CROSSOVER CAN HAPPEN: One of the Tracy brothers get drunk and fuck shit up, they get held up at the prescient, other bros bail, Gordon (if he’s arrested or not) talks to Jake and is the ‘cool’ prisoner, then one day the prescient gets involved in a disaster, Jake and the others get rescued by the bros (specifically Gordon), Jake is a huge fan of IR, recognises Gordon and goes ‘Omg, you’re the cool prisoner from that time! You’re part of IR!?’ and faints
the cool prisoner, oh you know it.