When do isomorphisms map isos to isos?

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Studying the Lyapunov equation (given $X,Y$ with disjoint spectrum, $XA+AY=Z$; find $A$) I came to this more general question to which I did not find any convenient answer so far. Let $V$ be a real (fin.dim) vector space. Consider the vectorspace (not the algebra!) $\text{End}(V)$. Suppose there is a isomorphism $\phi:\text{End}(V) \to \text{End}(V)$. The natural questions are then

1.: When is the preimage of an iso again an iso?

2.: When is the image of an iso again an iso?

The very first idea I had, was that this is 'iff', but this is clearly wrong. One could understand (maybe even should? picking a basis in $V$) the elements of $\text{End}(V)$ as vector in $\mathbb{R}^{n^2}$ ($n=\dim V$), so that $\phi$ can be understood as $\in \text{End}(\mathbb{R}^{n^2})$. The problem then is, that I don't see any way to adress 'iso' for $\mathbb{R}^{n^2}$ that is somehow connected to the concept of iso in $\text{End}(\mathbb{R}^{n^2})$. Personally I would be more interessted in the first question.

Any ideas? It seems that there are some answers around but they seem to tackle different problems, as far, as I understood them. Thanks in advance!