The person at CPP is full of it regarding having a standard transmission. There is no logical reason that it would make any difference. I have installed many conversions on TF trucks and others, both disc and drum and not had a problem. I have not used CPP however. You have a defective booster/master combination, or they gave you the incorrect components for the system. Kits sold today are almost bullet proof, install, bleed, adjust and go on down the road. You are having way too many problems for this to be anything but defective components that they provided.
Fred


1956 3100 Pickup/Red/350/3sp OD/PS/Disc Brakes
1957 Bel Air Sport Coupe/Red/355/TH350/PS/Disc Brakes
2017 Silverado LT Single Cab SB/Black/5.3/6 Speed Trans
1947 Willys CJ2A w/F-Head engine