Ok, I'm stumped. You have what looks like a Shoreline trailer. They were made back in the 1980's. Wonderful, really strong trailers. But to the best of my knowledge they never made a combination roller-bunk trailer. You have bunks in the back and rollers in the front. The back bunks are placed where the rollers should be, and the frame they are resting on is still the roller frame that allows it to pivot in and out. I really don't know what is causing th problem when you winch it in. I understand that it's hitting the lower bow support. I just don't know why.
I have two suggestions:
1) Buy a single support style winch stanchion so the eyelet doesn't get in the way of the lower one. (look at the picture of my boat)
2) Convert your trailer to one or the other ....bunk or roller. Most people here seem to like the bunk style, due to it's self centering of the boat. I personally prefer the roller style, but hey, that's just me. But in all cases go one way of the other. If you go bunk then get regular fixed bunk brackets, don't use your present roller brackets/framework... Bunks are not meant to tilt except for a very limited amount...certainly not like a roller bracket assembly does.
I'd love to see a video of you loading your trailer. If you have the ability to shoot one it would be a great help to everyone, myself included.
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1987 V20 w/1987 150HP Yamaha on a Shoreland'r Trailer
1978 16.5 Airslot w/1996 120HP Force on a Four Winns trailer
1996 V21 w/1993 200HP Mercury on a Shoreline Trailer
All towed by a 5.7L Hemi Durango.
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