Let $X \subset \mathbb{R}$. Assume $X$ contains positive and negative numbers and assume $X$ is nonempty and bounded. Show $\sup(|X|) = -\inf(X)$ if $\sup(X) < \sup(|X|)$ where $|X| = \{|x| : x \in X\}$.
Any hints on where to even begin? We know $\inf(X) < 0 $ so -$\inf(X) > 0$.
After your observation we have that if $\sup(X)<\sup(|X|)$ than $\sup(|X|)$ must be different from $\sup(X)$, so it must taken by a negative $x\in X$, in particular the "biggest" in modulus, that is $x=\inf(X)$.