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I agree - the argument regarding rollers verses bunks, is older than dirt. As you said, you won't need the trailer much for the 27', but when you do - you will have a killer Magnum and not that rig that looks like it came out of the movie Alien.

You will be stoked with a new genny on board. A buddy of mine put
an 8kw Onan on his Graddy White in Cabo and loves it. He said they have really cool "above deck" 4kw Onan (Cummins - gas) that would do the job as well.

Onward!