Star Trek made an effort, though fundamental limitations on showing pain to a spectator apply. Pain is always experienced in the now because there's no memory of it.
That must be a memory limitation possessed only by you. I can re-experience painfully injuries from my past though my memories, the pain is just as sharp. The memory of breaking my ankle a few years ago is particularly vivid.
I hated that character! He was so snarky and kind of a dick to be frank lol.
I find Jellico to be an interesting contract to Picard. It was Jellico that started me wondering just how common, how widespread, Picard's displayed philosophy was among other Starfleet officers. When you look at Captains like Jellico, Sisko, Maxwell, Admirals like Ross and Nechayev, Picard really seems to be the odd man out.