First-Fit is a greedy algorithm for partitioning the elements of a poset into chains. Let $\textrm{FF}(w,Q)$ be the maximum number of chains that First-Fit uses on a $Q$-free poset of width $w$. A result due to Bosek, Krawczyk, and Matecki states that $\textrm{FF}(w,Q)$ is finite when $Q$ has width at most $2$. We describe a family of posets $\mathcal{Q}$ and show that the following dichotomy holds: if $Q\in\mathcal{Q}$, then $\textrm{FF}(w,Q) \le 2^{c(\log w)^2}$ for some constant $c$ depending only on $Q$, and if $Q\not\in\mathcal{Q}$, then $\textrm{FF}(w,Q) \ge 2^w - 1$.