Diagonal matrix with distinct diagonal entries is similar to a diagonal plus an lower triangular matrix

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Let $A$ be non-zero matrix such that $a_{ij}=0$ $\forall i\ge j$. $D$ be a diagonal matrix with distinct diagonal entries. Now I want to show that $D$ is similar to $D+A$.

Then how can I show that this does not hold without "Distinct diagonal entries" assumption?

My try:

I am thinking in terms of "change of basis". So $D$ represents a linear transformation which has distinct eigen vectors with distinct eigen values. Now $A$ is also nilpotent. I can't assemble these facts to get through the problem.

Can anyone help or suggest me anything? Thanks in advance.