I came across the following question, whose answer is $e$. I was sort of amazed, since I didn't see a reason why $e$ should be making an appearance. So, phrasing the main question in the title another way: should it have been possible to predict that at least my answer should involve $e$ in some nontrivial way?
Question: Suppose you draw random variables $x_i \in [0,1]$, where the $x_i$ are uniformly distributed. If $x_i > x_{i-1}$, we draw again, and otherwise, we stop. What's the expected number of draws before we stop?
Solution: The probability that we take $n$ draws is given by $\frac{n-1}{n!}$ since there are $n!$ ways to order $x_1,\ldots, x_n$, and exactly $n-1$ choices for the placement of $x_{n-1}$ in the ordering $x_1 < x_1 < \cdots < x_{\widehat{n-1}} < x_n$. That is, for it to take precisely $n$ draws, we need $x_1 < x_2, x_2 < x_3, \ldots, x_{n-2} < x_{n-1}$ but then $x_n < x_{n-1}$. Thus, the expected value is given by $$ E(\text{number of draws}) = \sum_{n = 2}^\infty \frac{1}{(n-2)!} = \fbox{e} $$
P.S. It's also possible I simply made a mistake, and if that's the case please point it out and I can edit or delete the question accordingly.
First: I would take a slightly different route, but that's a matter of taste: Use that $$ E[X]=\sum_{n=0}^\infty nP(X=n)=\sum_{n=0}^\infty P(X> n).$$ Similar to your reasoning, $X> n$ occurs iff (up to almost impossible equalities) $x_1<x_2<\ldots <x_n$, which happens with probability $\frac 1{n!}$. Hence, (again) $$\tag1 E[X]=\sum_{n=0}^\infty\frac1{n!}=e.$$
But regarding your main question: Could we expect $e$ to raise its head? Well, perhaps. The problem is about random order, hence about permutations, and (hand-wave) $e$ very often occurs in the context of permutations - which is of course owed to it being the sum if reciprocals of factorials. Then again, before one follows this thought further, one has already written down $(1)$ ...