Notice that if $a_n, b_n \geq 0$ for all $n \geq 0$ and $c_n = \sum_{k=0}^{n} a_k b_{n-k}$ is the Cauchy product of $(a_n)$ and $(b_n)$, then we always have
$$ \sum_{n=1}^{\infty} c_n = \bigg( \sum_{n=0}^{\infty} a_n \bigg)\bigg( \sum_{n=0}^{\infty} b_n \bigg), $$
where we adopt the convention $\infty \cdot 0 = 0$ so that this identity is true in any cases. The proof follows by taking limit to the inequality
$$ \sum_{k=0}^{n} c_k
= \sum_{i+j\leq n} a_i b_j
\leq \bigg( \sum_{i=0}^{n} a_i \bigg)\bigg( \sum_{j=0}^{n} b_j \bigg)
\leq \sum_{i+j\leq 2n} a_i b_j
= \sum_{k=0}^{2n} c_k. $$
This immediately tells you that the sum of Cauchy product of $(\frac{1}{n} : n \geq 1)$ with itself diverges.
If you are just interested in the Cauchy product itself, here is a simple way of computing it:
$$ \sum_{k=1}^{n-1} \frac{1}{k(n-k)} = \sum_{k=1}^{n-1} \frac{1}{n}\left( \frac{1}{k} + \frac{1}{n-k}\right) = \frac{2}{n} \sum_{k=1}^{n-1} \frac{1}{k} = \frac{2H_{n-1}}{n}. $$
This is asymptotically $\frac{2}{n}\log n$, whose sum diverges.