surly old man
Join Date: Sep 2006
Location: Carlisle, PA
Bikes: IRO Mark V, Karate Monkey half fat, Trek 620 IGH, Cannondale 26/24 MTB, Amp Research B3, and more.
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Many have been down this path. Many have been frustrated. I went through it with an old Trek 620 and hit every snag you described.
Don't give up just yet. Look for old canti sets that allow you to adjust both the angle and also slide the post up and down. Sometimes a little judicious filing with a round file will buy you a tad more space. I could not get Shorty's to work either, but eventually settled on a a set of first generation Deore cantis that work fairly well. Because of the extreme angle that you described, smooth post sets (instead of modern threaded posts with cupped washers) were necessary.
One oldtimer suggested filing the dropouts a tad to move the wheel up a mm or so. I did not have the heart to do this, but it could be a partial solution.
Cross Check Nexus7, IRO Mark V, Trek 620 Nexus7, Karate Monkey half fat, IRO Model 19 fixed, Amp Research B3, Surly 1x1 half fat fixed, and more...