Remember Isabel? The flight attendant that had the hots for Jason, then got pulled into a life of space adventures and OD's via the Joker? Yeah, well, she's on a date with someone else, this dude is totally into her, and she likes him, but is still sort of holding out for Jason, which Other Dude can tell, so he's all "When you figure it out and want to stop living the fantasy, call me." But then the fantasy calls her! Jason's got a bunch of robots in her apartment (which is real nice for a flight attendant) waiting for her, telling her about a private jet that'll bring her to a resort island where they can meet and talk. Just a normal vacation... that of course turns into a big fright between the Outlaws and robots, or something.
So Isabel meets Jason on an island called Elysium, where there's no government, only private investors, and the only way you can even be considered clearance to step foot onto the island is if you have a bank account of $100,000,000+. Jason tries to be romantic, but Isabel is hesitant, meanwhile Roy and Kori show up, Kori none too pleased about having to use a hologram projector to stay inconspicuous.
Beneath the island, Elysium's benefactor, a crime lord named Midas, recognizes Red Hood by his body signature popping up on his security feed, and misinterprets Jason's presence on the island as the Red Hood coming after him, so Midas lays a trap for them that night at the dance club. Things don't go particularly well with Isabel, who is a bit mad at Jason for, well, everything, and after some passive aggression and Kori breaking some douche bag's arm for being sleazy, Midas' trap is sprung, as he greets his guests with a whole bunch of Cyborgs.
So naturally, the Outlaws go into fight mode, even Isabel is handed a laser cannon to defend herself, and Midas has to make an escape, being unprepared for the Outlaws. After all is said and done, Jason promises Isabel that it'll only take a couple of days to dismantle Midas' operations, and after that they can resume their talk, but Isabel isn't receptive to the idea. She tells Jason that she can't be a part of this life, and if he ever leaves it, to call her. With that, she kisses Jason goodbye, and they part ways.
Sometime later, Isabel calls Other Dudebro, and is all "I thought about what you said" blah blah. Dudebro asks about the other bro (Jason) and Isabel tells Dudebro that he'll be fine, and fine Jason is, because he's doing what he loves best, shooting up bad guys with his friends.