This was the first time I didn't book my ressies 180 days out, but the only reason for that was because I didn't know I was going 180 days out. However, the night before I booked, I made a list of ressies I knew I wanted so I could book them as soon as I booked my trip! LOL.
Since then I have added a day onto the beginning and canceled one on the end. SO I had to try and find 'Ohana about a month ago after canceling that day. I lucked up on it about two weeks ago but I was also checking for it every day. Then, I had to cancel one it would conflict with sadly.
For the day I added, I just simply looked at what was available and picked what I wanted out of that because I didn't have any other TS I really wanted (besides the one I had to cancel

). I booked TS at a time I didn't like but found it Saturday at a better time and was really excited!
So what I've found is that you can sometimes get lucky and find some that you want closer to your trip, but it is so much easier and less stressful to do it at 180 days out, not to mention a fun part! My DH doesn't like the idea of having to do it so far out, but that's ok since I did all the choosing anyways!

Now, I imagine if I had been going in peak times, I would have wanted to reserve my TS the morning I could!