I'm to answer if the following holds. But I really don't know how to start approaching it at all.
$$\forall x\geq1 :\lceil \log\lceil x \rceil \rceil = \lceil \log x \rceil $$
The logarithm is base $10$.
I can convert each of the sides into inequalities.
$$ \log x \leq \lceil \log x \rceil \leq (\log x) +1$$ $$ \log \lceil x \rceil \leq \lceil \log \lceil x \rceil \rceil \leq (\log \lceil x \rceil) +1$$
But I really don't know how to bite the ceiling inside the log so I can proceed. How should I think about this problem what do I need to crack it?
The trick is to write your inequalities "inside out." Let $k$ be a positive integer, then
$$ \begin{aligned} \lceil \log {\lceil x \rceil} \rceil = k &\iff k - 1 < \log {\lceil x \rceil} \leqslant k \\ &\iff 10^{k-1} < \lceil x \rceil \leqslant 10^k \\ &\iff 10^{k-1} < x \leqslant 10^k\\ &\quad\quad\text{[reverse the steps ...]} \\ &\iff \lceil \log x \rceil = k. \end{aligned} $$
This proves the result for $x > 1$; the special case $x = 1$ is obvious.
Note that you can drop the inner ceiling only because $10^{k-1}$ and $10^k$ are integers -- this is why the base must be integral. In general, for integer $n$ and real $x$,
$$\begin{aligned}n < \lceil x \rceil &\iff n < x;\\ n \leqslant \lfloor x \rfloor &\iff n \leqslant x;\\ n > \lfloor x \rfloor &\iff n > x;\\ n \geqslant \lceil x \rceil &\iff n \geqslant x.\end{aligned}$$
By the way, many similar identities hold, for example:
$$\Big\lfloor \sqrt {\lfloor x \rfloor} \Big\rfloor = \big\lfloor\sqrt x \big\rfloor,\quad x \geqslant 0;\\ \bigg\lfloor \frac{x+m}{n} \bigg\rfloor = \bigg\lfloor \frac{\lfloor x\rfloor +m}{n} \bigg\rfloor,\quad\begin{aligned}&\text{integer}\;m,\\ &\text{integer}\;n > 0;\end{aligned}$$
etc. A sufficient (but not necessary) condition for $\lfloor f(\lfloor x \rfloor)\rfloor = \lfloor f(x) \rfloor$ is that $f$ be strictly monotonically increasing and the preimage of each integer be an integer. Same holds for ceilings, and also of course $\lfloor f(\lceil x \rceil)\rfloor = \lfloor f(x) \rfloor$ (and "vice versa") if $f$ is decreasing.
Source: Graham, Knuth, and Patashnik - Concrete Mathematics, chapter 3.