Does entropy mean that distributing is easier than gathering?...?

Question

...and similarly that gaining weight it easier than losing...that a humidifier will always beat a dehumidifier...etc...

Answer 1

1) distributing is easier than gathering.
yes, things tend towards a higher state of chaos and as such to push something towards chaos is easier (requires less energy input to the system) than organizing

2) gaining weight is easier than losing weight.
Not necessarily. Having more weight is not synonymous with being in a higher state of chaos. as such, some people have a ridiculously hard time gaining weight, others have a hard time losing weight.
** to answer your follow up you messaged me... eating and gaining weight has nothing to do with states of entropy. As such, though it is easier to, say, eat a whole bucket of ice cream than to run five miles, this doesnt actually have to do with the second law of thermodynamics (which is what you're referencing).

3) A humidifier will always beat a de-humidfier
not really. we're not talking about organizing a system here, and you're not talking about which is easier anyway. if you said a humidifier requires less energy than a de-humidifier then i could see that being accurate. instead, we're talking about removing particles from the system entirely (the de-humidifier). even if the de-humidifier requires twice as much energy as the humidifier to achieve balance, if you pump ten times the energy into it, its going to win, so this part of your question needs to be clarified.

Answer 2

I basically agree with P..9594s comments. Work is required to fight the entropy battle, such as in a dehumidifier, while a humidifier can accomplish the task free of charge.

The important thing to remember with entropy is that systems just want to wind up in the most probable state. There are gazillions of orientations of the air molecules in my study which all basically look the same, and any specific one is no more likely to happen than the one where all the oxygen huddles in a corner.
However, there are far fewer orientations which isolate the oxygen than keep it mixed, so I have been able to continue breathing with confidence while writing this answer.