I would fathom a guess that your master went bad. When it works in a certain amount of travel for a long time then get pushed beyond that point, it ruins the cup seal. Either way with the air and fluid not moving and the introduction of DOT 5, the master needs to come off. I would blow the fluid back out of the lines back towards the master cylinder and start over with a rebuild and DOT 3 fluid,
Scott


Scott Ward

2 1948 1.5-ton Loadmasters
The red one and The snow pusher
1 1950 3100
1 1955.1 Chevy 6500
1 1954 Chevy 6500 2-Ton
1 1955 1st Series COE 5700
1 1963 K20 (454)
1 1964 C10 (350)
1 1951 1.5-ton Dump Truck
1953 and a 1956 Ford F800

Raising a teenager is like trying to nail Jello to a tree!