Hand brake squeals

Hand brake squeals if tightened while moving, and even if it tightens well, it does not work so good (has to be tightened a lot for the car to be unable to move). Are the shoes simply worn out ?
So i have checked the brakes, there did not seem to have a problem with the clevisses, now i changed the shoes (the other ones seemed glazed) and the handbrake seems to work better, but now the pedal is extremely loose. What could i have done wrong ?
Thank you for your answers !
I pumped it a lot, but it still goes down to the floor. Do i need to have the engine running while pumping the pedal ?

i disassembled them, but they were moving with no resistance so i did not grease them. Some fluid leaked on one side. Can this be causing the issue ?

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