How many times do they lose on the way, using a movable block to lift loads?

The rolling block is used to lift heavy loads with less effort. But by doing so, these very efforts are being made for a longer time. That is, in one case we win, in another we lose. This is the law of physics. And it cannot be changed.

The condition for the equilibrium of the block is the condition for the equilibrium of the moments of forces applied to it:

M1 = M2.

N1 = N2.

N1 r1 = N2 r2.

The movable block can transform force

We lose on the way 2 times, as we win in strength 2 times.

So the answer is: We lose on the way by 2 times.