Let $D\subset \mathbb{C}$ be a domain with $0\in D$. For $R>0$, let $\widehat{\unicode[STIX]{x1D714}}_{D}(R)$ denote the harmonic measure of $D\cap \{|z|=R\}$ at $0$ with respect to the domain $D\cap \{|z|<R\}$ and let $\unicode[STIX]{x1D714}_{D}(R)$ denote the harmonic measure of $\unicode[STIX]{x2202}D\cap \{|z|\geqslant R\}$ at $0$ with respect to $D$. The behavior of the functions $\unicode[STIX]{x1D714}_{D}$ and $\widehat{\unicode[STIX]{x1D714}}_{D}$ near $\infty$ determines (in some sense) how large $D$ is. However, it is not known whether the functions $\unicode[STIX]{x1D714}_{D}$ and $\widehat{\unicode[STIX]{x1D714}}_{D}$ always have the same behavior when $R$ tends to $\infty$. Obviously, $\unicode[STIX]{x1D714}_{D}(R)\leqslant \widehat{\unicode[STIX]{x1D714}}_{D}(R)$ for every $R>0$. Thus, the arising question, first posed by Betsakos, is the following: Does there exist a positive constant $C$ such that for all simply connected domains $D$ with $0\in D$ and all $R>0$, $$\begin{eqnarray}\unicode[STIX]{x1D714}_{D}(R)\geqslant C\widehat{\unicode[STIX]{x1D714}}_{D}(R)?\end{eqnarray}$$ In general, we prove that the answer is negative by means of two different counter-examples. However, under additional assumptions involving the geometry of $D$, we prove that the answer is positive. We also find the value of the optimal constant for starlike domains.