my last boat had a fully-rollered tilt cradle just like yours, it could be fussy about going on the trailer right if you weren't the right depth into the water, and I would have never even considered driving it on, just too easy to get a wobble roller wrong side of a strake. I believe you need keel rollers to centre them, and the fully tilt-rollered type are just not really suited to drive-on. not saying it can't be done, just more potential for stuff-ups. My current trailer has keel rollers, with skids running down onto each roller to ensure the boat will always want to slide down to centre. The rear is supported by bunks once it is fully on, and the only wobble rollers are right up the front--you can feel them rolling as you drive it up, and them, once the forefoot is on the vee guide in front of them, they only lightly touch. Took a while to get it adjusted perfectly, but now works a treat. See it here
http://www.ausfish.com.au/vforum/sho...=1#post1654332 Looking at your trailer, I notice some of those wobble pairs are sitting almost vertical--is there any way of keeping them within the range of movement they need, which is a lot less? Not fitted wrong way around? One of my front pair was fitted arse-about, and it would get the wrong side of a strake. Took me a while to work out that they should only be fitted one way around, due to a small internal stop that was meant to restrict movement and make sure it always fell inwards, not outwards.