Steve, does it look like it sits on the trailer straight after you have adjusted the boat after pulling it out of the water? Do you have close to equal weight on both sides of the boat? In other words- on the drivers side you have your weight. On the other side do you have any weight to help offset your body weight like maybe a kicker motor or maybe a livewell full of water or batteries or something. Also, and this comes from practice and learning just how far to back you trailer in the water, can make a big difference too on how well the boat goes on the trailer. When I had my Lund Rebel it came with a trailer that had 2 sets of 4 rollers [ 1 set on each side] on the back of the trailer. A year or two before I traded that boat in for my red Lund I put a different trailer on it that had 2 sets of 4 rollers on each side and that really helped as I had more rollers going up the trailer that slanted to help keep it going straight. Today I have an Eagle bunk trailer that is made for the haul of my boat and it goes up on it like a dream, well for Nate it does anyway. I am so use to having roller trailers for so many years that its a habit to slow down to a stop as I’m going up the trailer to make sure it goes straight that I sometimes have to give it more gas then to go up the last 6” to a foot distance. Creature of habit I guess.
Thanks, Bill
ps. by the time I finished typing my reply and posted it I saw a couple other people had responded too. Like Dave said, backing the trailer in too far makes a big difference as if your rollers are all under water how can they help guide and hold the boat in place on the trailer?