Let $a,b \in \mathbb{R}$.
$a \leq |b|$ is equivalent to the expression $-b \leq a \leq b$. Easy, geometrical, elegant, intuitive.
But what about
$|a| \leq b$
Suppose $b \geq 0$, then
$|a| \leq b$ seems to be equivalent to $a \leq b \wedge -a \leq b$, for any $a \in \mathbb{R}$.
Suppose that $b < 0$, then,
$|a| \leq b \Leftrightarrow |a| \leq -|b|$,
which is equivalent to $a \leq -|b| \wedge -a \leq -|b|$ and further equivalent to to $a \leq |b| \wedge a \geq |b|$, but the only condition that satisfies this is when $a = 0, b= 0$.
Hence overall,
$$|a| \leq b = \begin{cases} a \leq b \wedge -a \leq b & \text{whenever } b \geq 0\\ N/A &\text{whenever } b < 0 \end{cases}$$
Is this a good way of expressing this relationship? Is there any easier way to think about $|a| \leq b$?
Sorry, but I think you messed up with the equations.
$$a\le|b|$$ is what is says, i.e.
$$a\le b$$ when $b$ is positive and $a\le-b$ otherwise.
Then
$$|a|\le b$$ is equivalent to
$$-b\le a\le b,$$ which is void for negative $b$.