Recently I came across the nice result that
$$\left\lfloor n \right\rfloor - \left\lfloor\frac{n}{2}\right\rfloor + \left\lfloor\frac{n}{3}\right\rfloor - \left\lfloor \frac{n}{4}\right\rfloor + \dots \sim n \log 2$$
where $\displaystyle a_n \sim b_n$ means $\displaystyle \lim_{n\to \infty} \frac{a_n}{b_n} = 1$.
So basically, what the above result says is that
$$\left\lfloor n \right\rfloor - \left\lfloor\frac{n}{2}\right\rfloor + \left\lfloor\frac{n}{3}\right\rfloor - \left\lfloor \frac{n}{4}\right\rfloor + \dots + (-1)^n\left\lfloor \frac{n}{n}\right\rfloor \sim n - \frac{n}{2} + \frac{n}{3} - \frac{n}{4} + \dots + (-1)^n\frac{n}{n}$$
and the fact that we take the integer part has no effect, asymptotically.
So I tried a few other sequences, like the harmonic series, and geometric series with ratio $\frac{1}{2}$, and the results seemed to be similar, but the proofs were dependent on the series in question.
So trying to generalize:
Suppose $a_1, a_2, \dots, a_n, \dots$ is a sequence of non-zero integers, such that $|a_1| \lt |a_2| \lt \dots \lt |a_n| \lt \dots$ and
$$ \sum_{k=1}^{n} \frac{1}{a_k} \sim f(n)$$
(Note that $f(n)$ can be constant).
Let $s_i$ be the sign of $a_i$ (i.e. $s_i = 1$ if $a_i \gt 0$, and $-1$ otherwise).
The question is, is the following true?
$$ \sum_{k=1}^{n} s_k \left\lfloor \frac{n}{|a_k|}\right\rfloor \sim n f(n)$$
I hope it isn't something obvious...
Let $(a_n)$ be a sequence of real numbers.
Here is the proof for the case $|f(n)| \to \infty$.
Write $$\left\lfloor \frac{n}{|a_k|}\right\rfloor = \frac{n}{|a_k|} - \delta_{k,n},$$
where $0 \leq \delta_{k,n} < 1$. Substituting this into the sum we get
$$\begin{align*} \sum_{k=1}^{n} s_k \left\lfloor \frac{n}{|a_k|}\right\rfloor &= \sum_{k=1}^{n} \left(\frac{n}{a_k} - s_k \delta_{k,n}\right) \\ &= n \sum_{k=1}^{n}\frac{1}{a_k} - \sum_{k=1}^{n} s_k \delta_{k,n}. \end{align*}$$
We can get a crude bound on the right sum,
$$\left|\sum_{k=1}^{n} s_k \delta_{k,n}\right| \leq \sum_{k=1}^{n} \delta_{k,n} < n,$$
so that
$$\sum_{k=1}^{n} s_k \left\lfloor \frac{n}{|a_k|}\right\rfloor = n \sum_{k=1}^{n}\frac{1}{a_k} + O(n).$$
Thus
$$\frac{\sum_{k=1}^{n} s_k \left\lfloor \frac{n}{|a_k|}\right\rfloor}{n f(n)} = \frac{\sum_{k=1}^{n} \frac{1}{a_k}}{f(n)} + O\left(\frac{1}{f(n)}\right) \to 1.$$
Q.E.D.
Edit: Here is the proof of another case. Define $M(n)$ to be the least integer, if it exists, such that $n < |a_k|$ for all $k > M(n)$.
Note that since $n/a_n \to 0$, $M(n)$ exists and $M(n) \to \infty$.
Proof. We define $\delta_{k,n}$ as above. The sum becomes
$$\sum_{k=1}^{n} s_k \left\lfloor \frac{n}{|a_k|}\right\rfloor = n \sum_{k=1}^{M(n)}\frac{1}{a_k} - \sum_{k=1}^{M(n)} s_k \delta_{k,n}.$$
We again get a rough bound on the right sum,
$$\left|\sum_{k=1}^{M(n)} s_k \delta_{k,n}\right| < M(n),$$
and so
$$\frac{\sum_{k=1}^{n} s_k \left\lfloor \frac{n}{|a_k|}\right\rfloor}{b n f(M(n))} = \frac{\sum_{k=1}^{M(n)} \frac{1}{a_k}}{b f(M(n))} + O\left(\frac{M(n)}{n}\right) \to 1.$$
Thus $$\sum_{k=1}^{n} s_k \left\lfloor \frac{n}{|a_k|}\right\rfloor \sim b n f(M(n)) \sim n f(n).$$
Q.E.D.
We will write "$n$C" to refer to condition $n$ in the corollary, and "$n$P" to refer to condition $n$ in the proposition.
Proof. Conditions 1C and 2C imply 2P immediately. Further, we can write $$f(n) = \sum_{k=1}^{\infty} \frac{1}{a_k} + o(1),$$ which implies conditions 1P and 4P.
Q.E.D.
As an application of the above corollary, all $p$-series have the desired property. We appeal to the proposition to see that all real geometric series (except $\sum (-1)^n$) also have the desired property. The result is then true for all series which do not converge to $0$ whose convergence may be deduced by comparison with a $p$-series or a geometric series.
Edit 2: I just wanted to add to this that there is an interesting result by H. Shapiro which can be thought of as a partial converse to the idea we're discussing here. The result is proved and subsequently used to derive a result on the order of the prime counting function in this paper.
I state only the relevant part here.