$\newcommand{\Hom}{\operatorname{Hom}}$ $\newcommand{\Cof}{\operatorname{Cof}}$ $\newcommand{\Det}{\operatorname{Det}}$ $\newcommand{\id}{\operatorname{Id}}$
Let $V$ and $W$ be $d$-dimensional, oriented inner-product spaces, and let $A\in\Hom(V,W)$ be an orientation-preserving map. Suppose that $A$ satisfies $$ \bigwedge^{d-k} A \circ \star_V^k= \star_W^{k} \circ \bigwedge^k A \neq 0, \tag{1} $$
for a single $1 \le k \le d-1$.
Question: Is it true that $A$ is conformal? If not, can we characterise the maps which satisfy this?
Comment (1): Condition $(1)$ implies $A$ is invertible. (Proof at the end). If we omit the part $\bigwedge^k A \neq 0$, then every map with rank less than $\min(k,d-k)$ would satisfy the commutation property (and won't be conformal).
Comment (2): Condition $(1)$ is symmtric in $k,d-k$.
Comment (3): I guess that if $k \neq d-k$, then $A$ needs to be an isometry. (The heuristics is this: Condition $(1)$ says the action on $A$ on parallelepipeds of dimensions $k,d-k$ is "the same", and when the scales are different, this is a rigidity constraint).
Edit(1): I proved that if $A$ is conformal, and $k \neq d-k$, then $A$ is an isometry, so we are back at the conformality question.
Partial progress (reformulation and proof for $k=1,d-1$):
Define $\Cof^k A := (-1)^{k(d-k)} \star_W^{d-k} \circ \bigwedge^{d-k} A \circ \star_V^k$. Note that $\Cof^k A \in\Hom( \Lambda_k(V) ,\Lambda_k(W))$. It can be proved that
$$\Det A \cdot \id_{\Lambda_k(V)} = \bigwedge^k A^T \circ \Cof^k A \tag{2}$$
for any map $A \in \Hom(V,W)$.
Condition $(1)$ implies that $\Cof^k A = \bigwedge^k A$. Plugging this into equation $(2)$, we get
$$ \Det A \cdot \id_{\Lambda_k(V)} = \bigwedge^k A^T \circ \bigwedge^k A =\bigwedge^k (A^T \circ A) \tag{3}.$$
Denote $A^TA=S \in \Hom(V,V)$. Then we obtained
$$ \bigwedge^k (\Det S)^{\frac{1}{2k}}\id_V =\sqrt{\Det S} \cdot \id_{\Lambda_k(V)} =\bigwedge^k S \tag{4}.$$
Does this imply $S=(\Det S)^{\frac{1}{2k}}\cdot \id_V$?
If the wedge was "injective" in the sense that $\bigwedge^k S=\bigwedge^k T \Rightarrow S=T,$ we were done. Of course, this injectivity does not hold in general, since for $S=0$ any map $T$ of rank smaller than $k$ would satisfy $\bigwedge^k T=0$.
For $k=1$ the injectivity holds, so we are done. (We get $A^TA=\det A \id_V$. If $\det A= 0$ we get $A^TA=0 \Rightarrow A=0$ which contradicts the assumption. So $\det A \neq 0$, and $A$ is conformal).
Since condition $(1)$ is symmetric in $k,d-k$, the answer is also positive for $k=d-1$
Proof that condition $(1)$ implies invertibility:
Suppose by contradiction $\ker A \neq 0$, and let $r=\operatorname{rank}(A)=\dim\big((\ker A)^{\perp}\big)$. Since $ \bigwedge^k A \neq 0 \Rightarrow \operatorname{rank}(A) \ge k$, condition $(1)$ implies $r \ge k$. Let $v_1,\dots,v_r$ be an orthonormal basis for $(\ker A)^{\perp}$, and let $w_1,\dots,w_{d-r}$ be an orthonormal basis for $\ker A$.
Then $$\bigwedge^{d-k} A \circ \star_V^k (v_1 \wedge \dots \wedge v_k)= \star_W^{k} \circ \bigwedge^k A (v_1 \wedge \dots \wedge v_k)$$
Since $A|_{(\ker A)^{\perp}}$ is injective, the RHS is non-zero, while the LHS equals $\pm \bigwedge^{d-k} A (v_{k+1} \wedge \dots \wedge v_r \wedge w_1 \dots \wedge w_{d-r})=0 $, a contradiction.