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I think that a "V" with rollers on the first cross member of the trailer might help the boat stay aligned. Anyone ever see anything like that ? That, and a pair of tall trailer guides along each side.
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I had a setup similar to what you describe on the trailer for my 20 when I first got it.
Frankly, it didn't work worth a crap. Whether I drove it on or winched it on it wouldn't line up consistently. Based on a thread here, I added keel bunks forward and as tight to the keel as possible. Here's what it looks like now.
The keel bunks work so well at centering the boat on the trailer that I removed the alignment posts. They just weren't necessary anymore. If you can add keel bunks at least 5' long, and mount them just behind the point where the keel flattens out, the boat will center every time. And they shouldn't interfere with your raw water intake.
Dave