Let $A$ be an $n \times n$ real matrix with the following property:
All the conjugates of $A$ have only zeros on the diagonal. Does $A=0$?
(By conjugates, I mean all the matrices similar to it, over $\mathbb{R}$, that is I require the conjugating matrix to be real).
Of course, if $A$ is diagonalizable, then clearly it must be zero.
The only idea I have is to use the Jordan form for real matrices, but after some thought I am not sure this is a good approach.
I think it is true: Suppose $A$ is nonzero. Then we find nonzero $v,w\in \mathbb R^n$ with $Av=w$. If $w$ and $v$ are linearly dependent, extend $v$ to a basis, then $A$ written in that basis will have a nonzero entry in the diagonal. If they are independent, then so are $v$ and $v+w$. Extending $\{v,v+w\}$ to a basis will then yield a nonzero diagonal element in $A$ written in this basis.