This could be solved using the Bellman's equation if you cast this as an infinite horizon dynamic programming problem.
The value function $F(x)$ when your current earnings are $x$ will be of the form: $$\begin{align} F(x)&=\max\left\\{x,\frac{3}{6}x+\frac{2}{6}2x+\frac{1}{6}0\right\\}\\\ F(x)&=\max\left\\{x,\frac{x}{2}+\frac{2x}{3}\right\\} \end{align} $$
Since you are always better off in an expected sense, (i.e. since $\frac{x}{2}+\frac{2x}{3}>x\ \forall x$, it is never optimal to stop playing. In other words, the loss of the money occurs with a probability 1/6, which is never high enough to forbid one from playing.