I made this problem up and it's been bothering me ever since.
We're organising team activities in our company for the next few days. Our team consists of $n$ people seated on a circular table. To spice it up, we plan to do it in such a way that no single person has to sit with the same pair of people on any two given days. What's the longest period of time for which this can be done, without running out of arrangements?
The upper-bound to this is, of course, $\binom{n-1}2$, because if we pick a member and find the number of ways to seat neighbours around him, we see that it is $\binom{n-1}2$. Since this pair of neighbours can only be seated once on that day, by pigeonhole (or whatever it's called) we cannot pick any more combinations after $\binom{n-1}2$ days. Roughly sketching it for $n = 3, 4, 5$, it's actually equal to the aforementioned upper bound, so that's a nice fact.
But otherwise, I've gone off to tangents that will probably not be relevant to this discussion, and that's all the work I could come up with.
I prove the following:
An equivalent version is that $K_{2m-1}$ can be decomposed into $2m-1$ near-perfect matchings such that the union of any two near-perfect matchings forms a Hamiltonian path. Here, a near perfect matching is a collection of edges which induce a matching that covers all but one vertex.
Proof of 1: Given the conjecture for a particular even $n$, we take the union of every pair of matchings to be the configuration.
Proof of 2: Let $N=n-1$. We identify one person as $N$ and the others with $\{0,1,\ldots,N-1\}$ and work in arithmetic modulo $N$.
For each pair $(a,b)$ with $0 \leq a< b < N$, we define a configuration $C_{a,b}$ in which the neighbors of $x$ are $a-x$ and $b-x$. Also notice that when $N$ is odd, both $a/2$ and $b/2$ really have only one neighbor, therefore in this case, we make them both adjacent to $N$ in $C_{a,b}$ (idea of David Speyer).
We have considered the union of the two matchings $\{(x,a-x)\}$ and $\{(x,b-x)\}$. In general, this union need not be a hamiltonian cycle (which we want a configuration to be).
Claim: If $gcd(a-b,N)=1$, then $C_{a,b}$ is a valid cyclic permutation.
To prove the claim, let's consider the following edge coloring of the complete graph $K_N$: the edge $\{x,y\}$ is labeled by $x+y$. Notice that this is a proper edge coloring, i.e. no two edges get the same color. Now consider the subgraph induced by two color classes, $a,b$. Suppose that this subgraph has a cycle, say $x_1,x_2,\ldots,x_{2k}$. Then $x_1-x_3=a-b,\ldots,x_{2k-1}-x_1=a-b$. Adding these up, we get: $k(a-b)=0$. Since $k<N$, we must have $gcd(a-b,N)>1$. This shows that when $gcd(a-b,N)=1$, the union of the two color classes $a,b$ forms a Hamiltonian path between $a/2$ and $b/2$.
Counting: The number of configurations is $\sum_{gcd(d,N)=1} (N-d)=N\varphi(N)/2$.