Recently, I solved a question that asked for a geometric proof of the identity $\binom{\binom{n}{3}}{2} < \binom{\binom{n}{2}}{3}$ and I did it here using the combinatorial interpretation of lines and triangles in an $n$-gon, and exploiting the symmetry of these line-triangle configurations to provide an injective (and non-surjective) map from a set with cardinality $\binom{\binom{n}{3}}{2}$ to a set of cardinality $\binom{\binom{n}{2}}{3}$.
This brought me to the more general question :
Suppose that $b>c$. Then, for all $n$, is the following true? $$\binom{\binom{n}{b}}{c} < \binom{\binom{n}{c}}{b}$$
(Note : we define $\binom{k}{l} = 0$ if $l>k$).
I want a proof of this, but I've just left some avenues open so that others can explore them below.
To break the suspense, this identity is true, but I've actually never seen a proof of it, so here goes.
Gamma function
I looked here for some details, and apparently a "lengthy,uninspiring computation involving Gamma functions" is required. Nevertheless, I couldn't quite find a reference to this computation : so I'd love one. Having said that , if someone can write up an (lengthy, uninspiring etc.) argument that involves Gamma functions, I'd be delighted. To provide some details on the link, we have : $$ \binom{n}{k} = \frac{n!}{(n-k)!k!} = \frac{\Gamma(n+1)}{\Gamma(n-k+1)\Gamma(k+1)} $$
and therefore, nested binomial coefficients will involve nested Gamma functions, at which point I wasn't quite able to work my way through.
Combinatorial interpretation
The same document as above provides a telling combinatorial interpretation :
$\binom{\binom{n}{b}}{c}$ is the number of ways of choosing a subset of $c$ elements ,from the set of subsets of $b$ elements of $\{1,2,...,n\}$.
which it then twists into :
$\binom{\binom{n}{b}}{c}$ is the number of $b \times c$ matrices with entries in $\{1,...,n\}$, such that the elements are strictly increasing along rows, and the rows, interpreted as vectors , are strictly lexicographically increasing.
So perhaps one can work with these combinatorial objects. On the other hand, one can see if something around what I did with the $n$-gons can be generalized, I struggled to do so.
Short note : binomial basis expansion
Note also, that the linear-algebraic approach that I proposed in my answer (to give an algebraic proof of the nested binomial identity) can probably work here (i.e. writing the nested binomial coefficients in the polynomial basis $\binom{n}{k},0<k\leq bc$) : but the coefficients when one uses the binomial basis are quite complicated, see here. Note that both the nested binomial coefficients are polynomials of degree $bc$ in $n$, so one can try to see if something works out via binomial basis expansions.
Alternate definitions
See if alternate definitions/generalizations of the binomial coefficient are helpful, like this one. Note that if we can make the binomial coefficient into a nice continuous-parameter function, then we can investigate these properties using real analytic methods.
EDIT : This document of Marko Riedel contains details of the Egorychev (Егорычев) method, which is basically a complex-analytic representation of the binomial coefficients. Anyone is free to use any of the identities available here, and I thank Marko for creating this useful list.
The basic problem here is the nesting of the coefficients, so any fundamental operation that simplifies the nesting (converting the nesting into an operation that is easier to understand) will be appreciated, either in the comments or as a partial answer.
Finally, further comments on inequalities involving further nestings like $\binom{\binom{\binom{n}{a}}{b}}{c}$ and so on will be appreciated as well.