1) I do not see how this makes sense at all. We need to see what he can become. That will not happen with him on the IR. It could happen to degree on the PS, but there's not a chance in h--l we could get him there. He's on the roster, either as a third QB, or as a receiver nominally, or as the backup, replacing Zappe, whom we are much more likely to get onto the PS. If we don't, that's OK. Zappe's a serviceable backup, yes, but those you can generally find as cuts are made. As for Montgomery, on the other hand, there are multiple reasons to hold onto him: his value as a practice player, his upside potential, his teammates seem to respect him, he's cheap, he offers some interesting options as a step-in performer during games, which will be fun for BO'B and maybe for us as well. This is a team rather early in a rebuild. We cannot afford in that phase to sacrifice potential for sure but mediocre play, particularly at a secondary position such as backup qb, and particularly where we are not yet certain as to the actual merit of our present QB1. (Not necessarily a knock on Mac, but we do not know what we do not know, and last year we learned virtually nothing (under the Bearded Blowhard) about him, except that he does not suffer fools gladly, a virtue in my view.)
2) Don't really care.
3) Hope not. He's likely to be a useful player, maybe a bit more perhaps. And it's not as if we are awash with intriguing options at the position, though I think we can probably find an aging bulldozer TE rusting away in a field somewhere as cuts are made. After all, a number of teams, unlike us, were smart enough to pick up one of promising tight ends in the draft, so older and lesser TE's will be likely become available over coming weeks.
4) Flowers is old. If you factor in his leadership role, he's worth keeping, and we do have some depth at this position, but I don't think that this team is good enough that we can let potential walk and hold onto a player in decline.
5) I am indifferent as to the fate of these two, barring some sort of unexpected turnaround. Put 'em on the practice squad if you want to keep an eye on them.