Oh it does, even in cases with no clear path to appease a deluded user it'll still do it, questions where there's clearly no vested interested like "did the defenders at the Alamo really wear stereotypical cowboy hats?" Might get a yes. I've had it hallucinate entire passages of non existent native american folklore on cursed/sacred bone calf trees made from a settler sacrificing an innocent sacred calf and burying its bones instead of just saying it doesn't know any native american plant lore, I've had ot invent entire currencies from mundane requests or questions like "list some currencies if any that have denominations under 1 cent", or something like that can't remember. It really doesn't like saying there isn't any or no or just giving you a short list
Edit also you can rebuild gpts old personality it's just they now ask you "do you like this personality" so they can more tailor it to you. They didn't even lose that personality it's just their getting it is now delayed a bit so gpt can more accurately cater to them