I have finally gotten fairing compound applied to the entire boat. Some of it looks pretty smooth but some of it, like the first picture, is pretty sloppy. We have been in the 100s this week and by the time I got to the end of applying a batch, it was getting pretty difficult to smear around. Guess it just means more time sanding.
The second picture is after I sanded the transom. I tried an experiment. I split the transom into halves. 1/2 I sand with just the random orbit. 1/2 I sanded with just a long board. I was hoping I could use the random orbit sander to save time, but unfortunately for my arms, the long board section turned out really nice. It was so smooth and flat. Next, I sanded a section of the side with a random orbit rough pass and a finish pass with the long boards. That seemed to work pretty well and sped up the process quite a bit. I guess that I what I will be doing for a while. Not really looking forward to long boarding the whole boat, but the results are hard to argue with.