Yes to both, obviously depending on what the offseason looks like. Until we see otherwise, I expect next year will be a rebuilding and developing year much like this one. With that in mind:
Bayless, at times, has been the only person on this team capable of creating his own shot. He has flaws, but if you need a gunner off the bench you can do a lot worse than Bayless in my opinion. He should also be affordable, and given the fact that we want to start creating cap space that's a noteworthy point.
I feel that Pressey is an NBA-level PG in every facet of a point guard's game except scoring. Good handle, elite court vision and passing ability, controls tempo, undersized on defense but counters that by being quick and playing hard. Unfortunately, if he can't improve as a scorer then he's probably out of the league in a couple of years despite the positives. But in the short-term, he's a low-risk gamble with worthwhile reward.