It was already pretty shocking for Season 4 to have taken a big time jump later in the game, since that would seemingly allow for even less time to craft these stories.
But then again, Vince Gilligan and Peter Gould could probably successfully spin Season 5 as real-time episodes that only take place during a single afternoon/evening, 24-style.
As viewers are aware, there’s obviously a limited amount of storytelling room between Season 4’s finale, which fully introduced Jimmy’s transition into Saul Goodman, and the onset of Breaking Bad’s timeline.