We recently started out on EV SM. Incredably easy. Asside from myself and the tank, no one was geared even to tionese level. From what I gather, this is by far the easiest operation and is merely a 'training mode'.
Interestingly enough, one of the guys said EC SM is easier than LI HM Mode. Although one is a 4 versus 8 man, he will not step foot into LI HM. I don't find LI HM difficult anymore, now that I learned the fights. The last boss can be rough depending on the DPS.
I think in a nut shell, what I came to realize is this:
Gear + Knowing Class = Easy
No Gear + Knowing Class = Easy-Moderate
Gear + Not knowing class = Moderate
No Gear + Not knowing class = Difficult
And so when people thigns like "In order to do this instance, the healer needs 2 Rakata minimum" and, that, IMO is an idiotic simplistic statement. As if taking one piece of Rakata away and putting in Columi in its place would make or break a character. Yet, all over their forums you see stuff like that all over the place.
Most people already know itemized Columi is better than Rakata Stock, but I'll so go so far as to say Itemized Tionese is better than Rakata Stock. Itemization is key in this game. You can have Rakata and perform very poorly if you don't move mods and enhancements around and if you don't know how to play your class no gear is going to save you.
With that said... I am sure EC SM is going to be very difficult for us because only 3 of us in the entire guild 'theory craft' and mix and match mods. The rest of the guys leave everything stock and as much as I'd like to help them out, I don't want to tell them how to play their chracters. I try and nudge them in the right direction, but we are casual... So, I don't want to start turning the guild into 'have this, or you can't come' type deal.
As far as population goes... We are now (I think) the largest guild on our server (Kathol Rift) and we don't have enough for fill out a 16 man raid. That is pitiful... But we are still having fun and that is all that counts, right?