The key for me has been to wet out the bottom and side at the same time. If you wet out the entire bottom before starting on the side, you will definitely have to cut slices in the cloth. In the middle picture above you can see where I started in the middle and worked backwards. Before working forward I smoothed and pulled out all the wrinkles with the spreader. Work slow, don't get in a rush, use a hardener which will give you plenty of time. It was warm in my shop late last summer when I glassed this boat. I used System Three Slow to give me a lot of working time. With the slow I can glass one side then the other, go back with a second coat of epoxy and even go back again with a coat mixed with micro spheres / balloons for fairing. All before the epoxy setup. Saves a lot of time and sanding this way. Working the glass with the spreader is similar to scraping a balloon string to give it a curl. The glass seems to conform to a new shape when you work it with a spreader while it is dry.
Jason