Proposition. Let $n\in \mathbb N$ be arbitray, $N\ge 2$, $w_1,\ldots, w_N\in\mathbb R^n$ arbitrary, $\gamma>0$.
Assume that there exist $1\le i<j\le N$ such that the only solution to
$$\alpha w_i+\beta w_j=0\qquad\text{with }\alpha\ge0,\beta\le 0 $$
is the trivial solution $\alpha=\beta=0$. (For example, if $w_i,w_j$ are linearly independant).
Then the set
$$ S = \{\,x\in\mathbb R^n:\max\{w_1^Tx,\ldots w_N^Tx\}\ge \gamma\,\}$$
is not convex.
Proof:
It suffices to show that $S\cap\langle w_i,w_j\rangle$ is not convex. In other words, it suffices to consider the cases
- $n=2$ and $w_i,w_j$ linearly independant
- $n=1$ and $ w_i\ne0$, $w_j=cw_i$ with $c<0$.
First case:
If $w_i={a\choose b}$ and $w_j={c\choose d}$, then we have $ad-bc\ne0$ from linear independence.
Let $v={b+d\choose -a-c}$. Then $$w_i^Tv=a(b+d)-b(a+c)=ad-bc$$
and
$$w_j^Tv=c(b+d)-d(a+c)=bc-ad.$$
Therefore the two points $$\pm\frac \gamma{ad-bc}v$$
are in $S$, but theri midpoint $0$ is not.
Second case: We have $\frac{\gamma}{w_i^Tw_i}w_i\in S$ and $\frac{\gamma}{cw_i^Tw_i}w_i\in S$, but the point $0$ between them is $\notin S$.
$_\square$
Remark: If no $i,j$ as in the proposition exist, then either all $w_i$ are zero (making $S$ empty and hence convex if $\gamma>0$) or are nonnegative multiples of one nonzero vector (making $S$ a half-space and hence convex, even if $\gamma\le 0$).