(Pierre Gillibert asked me this question and I post it with his permission.)
Let $X$ be an infinite set, and $f\colon[X]^\omega\to[X]^\omega$. We say that $\{x_n\mid n<\omega\}$$\{x_n\mid n<\omega\}\subseteq X$ is a free decreasing sequence (for $f$) if for all $n$, $x_n\notin f(\{x_k\mid k>n\})$.
Is there an infinite set $X$ such that for every isotone $f\colon[X]^\omega\to[X]^\omega$ there exists a free decreasing sequence? Is it at least consistent from assumptions such as $V=L$, large cardinals or strong forcing axioms?
Some observations:
It is clear that $X$ is uncountable, because otherwise $f(A)=X$ for all $A\in[X]^\omega$ would pose a counterexample.
If there is no such set of size $\kappa$, then there is no such example of size $\kappa^+$.
If $\kappa$ has uncountable cofinality, and there is no such set of size $<\kappa$, then there is no example of size $\kappa$, since we can "glue" counterexamples and use the fact that every countable set is bounded (this is in effect the same proof for the previous observation).