Im looking forward to another additional 12 to 24 months of drama comming from the so called community, so called devs, and miners alike, mixed with the big twitter megaphone guys trying to step in with so called "X place agreements" again.
I don't think we'll ever see another softfork similar to segwit. We somehow got segwit in and it seems to be working, but some still question that it is safe and always will (and have good arguments to think so)
The amount of controversy needed to get segwit in was incredibly insane. You would need to have a package of updates so good that it can be done again, and perhaps not without another round of transaction backlog either organic or spammed again.
I think no matter how good ideas are, unless bitcoin is pushed to its limits and this idea is presented as an acceptable solution by many relevant parties, we will not see further updates, definitely coming by way of hardfork, and very doubtfully by controversial softforks.
It naturally all depends on how contentious any new proposed fork is seen as. The next softfork is likely to be Schnorr, unless I'm mistaken [//EDIT: and perhaps also including the SIGHASH_NOINPUT flag for Eltoo to save having two separate softforks]. The only way I could see that one becoming controversial is if someone starts a bandwagon for BLS instead and a rift forms in the community again. But then, knowing this community, that's a distinct possibility, heh.
Provided it doesn't become some polarised imbroglio like last time, it should hopefully be fairly straightforward.