Etdbob, i realize your Op specs trailering a Micro however after reading(scanning) this thread i think i'm reading that your build is not set in stone nor begun with...
"Q" have you perused the designs of Jim Michalak ?
http://www.duckworksbbs.com/jim-michalak-s/122.htm
Jim's designs have many of the attributes of Bolger's designs and some of them are improvements on the Bolger's type of boats having better performance along w/ a simple/straight foreward build using common materials
i have enjoyed cruisng alongside several of Jim's designs under some rather sporty conditions and THEY WORK ;-)
many of Jim's designs are powered by lug sails which perform quite well under most all conditions
the lug rigs use shorter masts w/ yards n booms that can all be easily carried on deck and easily set by solo sailors(i'm 70 and well over 200# w/ limited strength)
i am currently finishing out a Michalak AF-3 hull for my own use and building a trailer specially for it that can launch and load from either a nice ramp of from a dirt bank like so many of the Michalak boats i have seen
i'm knot sayin' you need to change your target just sayin' there are other good solutions to the quest my eyes read in the OP
check out the Texas 200 for tales and pics of a flock of boats n sailors who delight in saiing simple boats w/ simple rigs under some rather sporty conditions
http://www.texas200.com/index.html
GOOD LUCK W/ YOUR QUEST
sw