Your intuition is almost correct, but not quite. You can think about this in two ways, depending on how you define $\operatorname{arccosec}$
Firstly, note that $\operatorname{arccosec}{x}= \arcsin{\left(\frac{1}{x}\right)}$ (this is one possible definition). Then taking the derivative gives $$ \frac{d}{dx} \operatorname{arccosec}{x} = \frac{-1}{x^2}\arcsin'{\left(\frac{1}{x}\right)} = -\frac{1}{x^2\sqrt{1-\frac{1}{x^2}}}, $$ and we can see that this is negative for either sign of $x$ ($|x|\geqslant1$, of course). Taking out the factor of $1/\sqrt{x^2}$ from the denominator requires choosing a sign for the square root.
On the other hand, you can do this using the inverse function rule as $$ \operatorname{arccosec}'{x} = \frac{1}{\operatorname{cosec}'{\operatorname{arccosec}{x}}} = \frac{1}{x\cot{\operatorname{arccosec}{x}}}, $$ and again, you have $\operatorname{cosec}^2{x} = 1+\cot^2{x}$, but have to choose the sign correctly.