I'd pay the guy to come and mill it on site. That's worth the headache of trying to manhandle it.
Red cedar comes in at about 25 lbs/cubic foot. If that thing is 30' long and averages about 2 feet in diameter, you're looking at north of a ton. Winching weight is only part of the equation, you need to get it to roll or slide, e.g. skidding it. Maybe you could build a reverse coffer around your yard and float it on the trailer? ;-)
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