Thanks all short update;
I should've known as soon as i turned the last corner to the ramp and a bearing shattered that it was going to be the beginning of an afternoon shitstorm.
Launched the boat anyway (with the help of a friend) pulled the trailer out and did the rollers. (replaced the rear roller with a red dogbone and the rollers on the keel I changed from dogbone to red bilge/flat roller.
Retrieval was a nightmare, as soon as the keel hit the flat rollers it would slip off, after some man handling on the bow we managed to get it back on the trailer but its sitting skewed somehow, I think this is because that the wobble rollers are set up for the boat to be at an angle due to the dogbones on the keel (see pic above) and now they are flat the keel sits about 15mm out of whack...
Anyway appreciate the input, if anyone has an idea for the new conundrum I would appreciate it.
(The good thing is between my old man on the phone and youtube I learnt how to change a wheel bearing)