Project 84 F150 Fishing Truck! AKA: "The Blue Horse!"

I’ve seen a master leak fluid into the brake booster. Keep that in mind when looking for a leak if it’s not visible. I used a zip tie as a dip stick through the vacuum port.
This happened to me with a new wilwood master, got a parts store version problem solved. Dong let that thing stagnate now that you’ve got momentum
 
Ok so I checked the master and one half was low about empty. I thought it was for the rear drums bleed but apparently it wasn’t. Bleed the rear and noticed fluid dropped from the front section of master. Ok so added fluid and bleed them again. Decided to check fronts so put it on stands and pulled the wheels. Both lock pretty good. So after I thought all was good I pumped up the brakes and put a stick to hold them. Front two would not turn. Back two were nearly catching. So this truck has an old school trailer brake controller with a line from the master… I'm wondering if that controller is causing my issue.
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Pulled the T and reblead the brakes. It has brakes now better than it ever has. A stiff peddle too! However the peddle still returns slow and I think I hear a vacuum leak. I'll pull that trailer brake controller in the not to distance future.
 
So brakes are bleeding down again. I suspect the front calipers are leaking. Alternator was bad so got it rebuilt. Now the black orange wire that runs to the alternator is arking when I try to hook it back up. Looking for help suggestions on what’s going on here.
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Also the black orange wire merges with a yellow and red wire. Red goes to connector and yellow goes to the box/regulator on the fender well. There are three wires on the alternator.
 
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