Honestly? I don't see Fastjack returning. While I love the fact that he's the old man with all the crazy stories, being a professional criminal when you're pushing 80 is rough, unless you're a mob boss, politician, or CEO. When your job involves people taking potshots directly at your brain, then it is only a matter of time before age and wisdom loses out to someone younger and just a bit faster. Old deckers are like old gunslingers. Rare, hard to kill, but always in the crosshairs of someone young and hungry who wants to make their name. When you're the target everyone goes for, they only got to get lucky once.
I think the main reason 'Jack has lasted this long is because he is a legend, and when telling a story you really need a legendary tale to send a legend out on. CFD is this edition's Bug City, Big D's will, or Shutdown. I suspect we'll see Fastjack again before this plotline is through, both him and SEARCH. But as to him returning to the Jackpoint fold, or even surviving, I think not. Though I do admit to a certain nostalgia wanting the e-ghost of Fastjack to meet up with the e-ghost of Captain Chaos, and have them ride off into the sunset.