I think he's going to slow down once he goes back to school after summer, but I don't think anyone other than Wobbles really knows for sure what his intentions are after that.
Shield dropping is becoming more and more crucial as the meta evolves. I personally haven't implemented it yet, but I really need to get on that ASAP. It's starting to become really important especially for Climbers who already have a tough time coming off of platforms.
I think wobbles finished school already, but I could be wrong.
as for shield dropping, I've been trying to use it more lately, it's really odd with ICs, because nana kind of gets to decide whether or not she shield drops with you. she also has separate shieldstun, so a lot of times you'll drop out of stun and she'll just say "peace" and do something totally different.
a lot of times, even when not in stun, she'll just roll rather than drop through.
also when you shield drop, sometimes you'll get in a very awkward desync where nana is just like a little behind you (but more noticeably than normal).
Anyway, if you're chill risking some sopo play for a hot second (or if you're just sopo in general), it can be really good.
shield drop uairs, bairs, nairs, and even dairs are all good, depending on the situation.
the ICs can also use shai drop bairs very very well.
keep in mind though, a lot of times it's easier to jump away than to try and come down.
like if someone like marth is pressuring you from bellow with uairs and utilts, it's usually easier to go to the top platform and look for another way down than coming right on top of him.