"Has anyone noticed this problem, and have a possible solution?"

Sure, you have to replace those rubber "caps" sometimes, they are cheap but the effort is well worth it as the pressure bleeder makes it SOOO easy to bleed the system.

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1985 Euro 240D 5 spd 140K
1979 240D 5 spd, 40K on engine rebuild
1994 Dodge/Cummins, 5 spd, 121K
1964 Allice Chalmers D15 tractor
2014 Kubota L3800 tractor
1964 VW bug

"Lifes too short to drive a boring car"