Suppose I have a linear unbounded operator $A:\operatorname{dom}(A) \to \mathscr{H}$, with $\operatorname{dom}(A)$ carefully chosen to make $A$ self-adjoint ($A^\dagger=A$).
Could $A^n$ be automatically self-adjoint $\forall n$ on the same domain of $A$ (in short $\operatorname{dom}(A)=\operatorname{dom}(A^n)$)?
No, $\ \text{dom}(A^2)\ $ will always be a proper subset of $\ \text{dom}(A)\ $.
Because $\ A\ $ is unbounded, there exists $ y\not\in\text{dom}(A)\ $, and because $\ A\ $ is self-adjoint, its spectrum lies entirely inside the real line. Therefore $\ A+iI\ $ has a bounded inverse, $\ (A+iI)^{-1}:\mathscr{H}\rightarrow$$\,\text{dom}(A+iI)=$$\,\text{dom}(A)\ $, and $$ z=(A+iI)^{-1}y\in\text{dom}(A)\ . $$ Therefore, \begin{align} Az+iz&=(A+iI)(A+iI)^{-1}y\\ &=y\ . \end{align} Since $\ \text{dom}(A)\ $ is a subspace of $\ \mathscr{H}\ $, then $\ iz\in\text{dom}(A)\ $, and so if $\ Az\ $ were in $\ \text{dom}(A)\ $, then so would be $\ y=$$\,Az+iz\ $, which is not the case. Therefore $\ Az\not\in\text{dom}(A)\ $, so $ z\not\in\text{dom}(A^2)\ $. Thus $\ z\in$$\,\text{dom}(A)\setminus\text{dom}(A^2)\ $, and $\ \text{dom}(A^2)\ $ must be a proper subset of $\ \text{dom}(A)\ $.