Well it's all in the end goal...
Plus I think you'll find that a better option could be using a limiter on OH, not so much a compressor. It could be more successful.
There are times when you might have access to a certain processor that you'll only have once in a blue moon, you may be familiar on what it does to your OH and you may want that.
For example, I'm aware I don't always have access to a good and true LA-2A, which sounds excellent on OH, so I may opt to use that...sparingly.
Depending on the music and how your drummer's playing, a *limiter* could be your best friend.
Really, it depends on how well you can imagine the final sound you're looking for and the experience in doing that. So if you reach for an LA-2A (or whatever), and you're absolutely sure that's what you want, then print it.
Or if you get two open tracks to work with, then have a processed and unprocessed version.
However, when in doubt, it's best to leave it untouched. I don't particularly agree on compressing room tracks since it might run the risk of ruining a proper sense of ambience and spatial detail.
Honestly, I don't usually feel the need to compress on the way in when I can leave my options open later on. My two cents..