The only thing that I felt Shippuden had stronger than Naruto was the last 25ish episodes, in which they tie together all of the character stories and interactions nicely. It was all pandering to nostalgia, but it still was nice!
We probably can't find a time that works for everyone every week. Personally I think it'll be better to do 1-2 episodes each week at the same time if people can often make it
I'm still very interested in this; I've been busy with personal things as well.
It's probably easiest to do this on the weekend. Who would like to start Your Lie in April, episode one, this Sunday at 5pm PST, 8pm EST?