Helldritch
Hero
For once I fully agree with you. The short rest mechanic is a relic from 4ed and it should not have been included in 5th edition. Multiply Ki and sorcery points by 3, any other short rest restoration by two and you get a decent per day stuff. We are currently thinking to try it this way.True. It just is unfortunate that they chose to rebalance things around the wrong rest type.
As for the actual question, yes, of course I worry about it a bit. It is far from exact, and of course ultimately the players actions have a huge effect of what fights happen and when, but I pay some attention to pacing of rests and fights. This is one reason why I use gritty rests, as that way it is easier to get to at least somewhat in the ballpark of the expected encounter/rest ratio. (The other reason being that it is gentler for my somewhat fragile disbelief suspenders.)