Let $w \in S^1$, and let $\pi^{-1}(w)=\{z_1, z_2 \}$.
Let $U$ be a sufficiently small open set containing $w$, so that $\pi^{-1}(U)$ is the disjoint union of two open sets $V_1$ and $V_2$, with $V_i$ containing $Z_i$.
Then, by definition, the space of sections of $\pi_* \mathbb{Z}$ over $U$ is the direct sum of the spaces of sections of $\mathbb{Z}$ over $V_1$ and $V_2$. So we are reduced to compute the monodromy action of the fundamental group of $S^1$ on the fibre $\pi^{-1}(w)$.
Let us fix the point $1$ as a base point for $\pi_1(S^1) \cong \mathbb{Z}$. When we consider the action of the generator $1 \in \pi_1(S^1)$ on $\pi^{-1}(w)$, one easily checks that $z_1 \to z_2$ and $z_2 \to z_1$.
Hence the monodromy matrix is
$$\left(\begin{matrix}0 & 1 \cr 1 & 0 \end{matrix}\right).$$