In the Penney-Ante game, Player I chooses a head/tail string of a predetermined length $n\ge3$. Player II, upon seeing Player I's choice, chooses another head/tail string of the same length. A coin is then tossed repeatedly and the player whose string appears first in the resulting head/tail sequence wins the game. The Penney-Ante game has gained notoriety as a source of counterintuitive probabilities and nontransitivity phenomena. For example, Player II can always choose a string that beats the choice of Player I in the sense of being more likely to appear first in a random head/tail sequence. It is known that Player II has a unique optimal strategy that maximizes her winning chances in this game. On the other hand, for Player I there exist multiple equivalent optimal strategies. In this paper we investigate the number, $c_n$, of optimal strategies for Player I, i.e., the number of head/tail strings of length $n$ that maximize the winning probability for Player I assuming optimal play by Player II. We derive a recurrence relation for $c_n$ and use this to obtain a sharp asymptotic estimate for $c_n$. In particular, we show that, as $n\to\infty$, a fixed proportion $α\approx 0.04062\dots$ of the $2^n$ head/tail strings of length $n$ are optimal from Player I's perspective.