Consider the matrices
$$
T_1 = \left[\begin{array}{ccc} 1&0&0 \\ 0& 0&0 \\0&1&0 \end{array}\right] \ \ \textrm{and} \ \ T_2 = \left[\begin{array}{ccc} 0&0&0 \\ 1& 0&0 \\0&1&0 \end{array}\right].
$$
Note that because we are working in finite-dimensional Hilbert space we do not need the limits in the definition of $W_\max(T_1,T_2)$.
Any unit vector $x \in \mathbb C^3$ that norms both $T_1$ and $T_2$ will be of the form $x = \left( \begin{smallmatrix}a\\ b\\ 0\end{smallmatrix}\right)$ where $|a|^2 + |b|^2 = 1$. Hence,
$$
(\langle T_1 x \ | \ x\rangle, \langle T_2 x \ | \ x\rangle) = (|a|^2, a\overline b)
$$
and we see that $(1,0)$ and $(0,0)$ are in $W_\max(T_1,T_2)$. If $|a| = 1/2$ then $|b| = \sqrt 3/2$ and so $(|a|^2, a\overline b) = (1/4, \lambda \sqrt 3/4)$ for some $|\lambda| = 1$. Thus, it is clear that $(1/4, 0) \notin W_\max(T_1,T_2)$ even though $(1/4,0) = 1/4(1,0) + 3/4(0,0)$. Therefore $W_\max(T_1,T_2)$ is not convex.