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Hmmm. Looks like a Bonair or a Lionel but I’ve never seen a front crank
Maybe if there was a photo ;)
I’m 6’4 and it never crossed my mind to sleep any other way than with us both having our feet into the trailer.
It’s wide enough that...
Most cars can’t reach with the bed extended.
Beyond that, I’d still put down the jack so as to bounce less.
Really, just practice....