[Almost enough spoiling space]
[Enough spoiling space]
I'm tempted to guess - look how careful and perhaps completely wrong I am

- that the monkey and the weight will reach the pulley at the same time: each time the monkey pulls himself up, his own inertia will cause some of the work to be used to lift the weight. Of course, if the monkey does a *very* gentle climbing, he could reach the top without displacing the weight. On the other hand, in an ideal world, the higher the monkey gets, the less he is attracted to the earth, so his weight will decrease. So as soon he has climbed just a little bit, he will get pulled up automatically by the heavier weight. But that is purely theoretical and very probably not measurable in practice.
Open for debate
Dirk Vdm