Modified Orlik's conjecture for characteristic-polynomial divisibility

Let ${\mathcal{A}}$ be an $\ell$-arrangement and let $H\in{\mathcal{A}}$. Write ${\mathcal{A}}'={\mathcal{A}}\setminus\{H\}$, and let $\pi({\mathcal{A}};t)$ denote the Poincaré polynomial. Assume that ${\mathcal{A}}$ is free and that

$$\pi({\mathcal{A}}^H;t)\text{ divides }\pi({\mathcal{A}};t).$$

Equivalently, assume that $\pi({\mathcal{A}}';t)$ divides $\pi({\mathcal{A}};t)$. Modified Orlik's conjecture. There exists an arrangement ${\mathcal{A}}$ and $H\in{\mathcal{A}}$ such that, for the triple $({\mathcal{A}},{\mathcal{A}}',{\mathcal{A}}^H)$, (1) $\pi({\mathcal{A}}^H;t)=\prod_{i=1}^{\ell-1}(1+d_it)$ with $d_1,\ldots,d_{\ell-1}\in\mathbb{Z}$; (2) $\pi({\mathcal{A}}^H;t)$ divides both $\pi({\mathcal{A}};t)$ and $\pi({\mathcal{A}}';t)$; and (3) neither ${\mathcal{A}}$ nor ${\mathcal{A}}'$ is free, or ${\mathcal{A}}$ is free and ${\mathcal{A}}'$ is not free.

The source introduces this as a conjectural counterexample to the stronger modified Orlik problem. The stated belief is that the problem is too strong and that such an arrangement exists; no resolution is supplied in the provided text.