IMO, yes, definitely risky and, as I said, risky from both a performance and safety standpoint. As I'm sure you know, ramping back up for a pitcher who hasn't thrown in a few months is typically a few month process... throw short, stretch out, flat ground, pens FB only, mix off speed, get sharp, build velo back up, etc. Shortcuts to this process are dangerous. Your worry in regards to doing a showcase in two weeks are warranted.
To magnify concerns, pitching in showcase environment typically results in P's reaching back for extra.