I found the right combination of equipment to pull in WBKI in Winchester from inside my attic (no worry about roof line aesthetics and the wife approval factor now).
The only change was swapping in a used Channel Plus DA-550HHR 8 way distribution amp. It has zero insertion loss. I was previously using a Channel Master 4 way distribution amp, but a couple of the runs were split once or twice.
My antenna is a Winegard PR-8800 8-Bay and as you can see from this graph, it performed the best at tuning channel 19 RF which happens to be the frequency that WBKI is using - http://www.hdtvprimer.com/ANTENNAS/comparing.html
I use a Channel Master 7777 preamp and cabling is RG-6.
I'm adding some additional runs of RG6 to other tuners and tvs in the house now that I don't have to use splitters down the line that were probably impeding the signal for lock on.
I still don't think it is right that WKYT won't step it up to give over the air viewers CW HD while they give Insight exclusive access to HD, but whatever. At least I have a legal work around now for my CW HD fix.