My experience last year (third week of June) was that the first half SOBO was relatively easy. Very little "dirt" on the trail, just roots and rocks and bogs, but still "easy". Then the climb over Whitecap and the fords were more difficult. I covered more miles in the first half, then slowed down. I passed lots of people dawdling or unable to make miles in the first half, and wondered what happened to them later. There are plenty of places to camp to mix up the miles, no need to restrict yourself to shelter distances. I only stayed in a shelter the last night - I wanted a quick get-away the last morning. You will get your feet wet or muddy every day. You can resupply if you arrange a food drop, but I didn't. Did it in 7 days/6 nights from Abol Bridge, and I was not fast. The most difficult thing for me is climbing over (or down) the knee-high to chest-high rocks and cliffs on the climbs and descents. I just don't have that kind of flexibility anymore. But that is my take on it, and you will probably have a different experience!
Looking forward to doing it again in July!
Forrest