A simple evaluation of the definite integral tells us that the area under the graph of $[\frac{1}{x}]^2$ from $1$ to $\infty$ is finite whereas that of $\frac{1}{x}$ for the same limits is infinite.
When we look at the graphs of these functions, we can see a striking similarity.
I may, after some reasonable and concrete explanation in the direction, accept that both have a finite area under their graphs (as they are asymptotic to the x-axis) or an infinite area (as they never practically touch the x-axis).
But accepting the fact that one is converging and the other is not seems absurd at this moment. Any intuition is really appreciated.
One may recall that, as $M \to +\infty$, we have $$ \begin{align} \int_1^M \color{blue}{\frac1{x^2}}\:dx&=\left[ -\frac1x\right]_1^M=1-\color{blue}{\frac1M} \to \color{blue}{1}, \\\\ \int_1^M \color{red}{\frac1{x}}\:\:dx&=\left[ \:\ln x\:\right]_1^M=\color{red}{\ln M} \to \color{red}{+\infty}. \end{align} $$
Thus your question might be equivalent to asking:
It is sufficient here to take $M:=2^{N+1}$ and consider the sum of rectangles under the curve of $\dfrac1x$, we get $$ \int_1^{2^{N+1}} \frac1{x}\:dx=\sum_{n=0}^{N}\int_{2^n}^{2^{n+1}} \frac1{x}\:dx\geq \sum_{n=0}^{N} \frac{2^{n+1}-{2^n}}{2^{n+1}}=\frac {N+1}2 \to \color{red}{+\infty} $$ as $N \to +\infty$.