Let $W_t$ be standard brownian motion and define the process $$X_t = X_0 e^{t(1-\sigma^2/2) + \sigma W_t}$$ where $\sigma$ has exponential distribution $$ P(\sigma \leq x) = 1-e^{-x}$$ for $x\geq 0$. Determine $$P(\lim_{t \to \infty}X_0 e^{t(1-\sigma^2/2) + \sigma W_t}=0)$$
My attempt: $$\lim_{t \to \infty}X_0 e^{t(1-\sigma^2/2) + \sigma W_t}=\lim_{t \to \infty}X_0 e^{t((1-\sigma^2/2) + \sigma W_t/t)}=X_0 e^{\lim_{t \to \infty}t((1-\sigma^2/2) + \sigma W_t/t)}$$
Hence, $$\lim_{t \to \infty}X_0 e^{t(1-\sigma^2/2) + \sigma W_t}=0 \iff\lim_{t \to \infty}t((1-\sigma^2/2) + \sigma W_t/t) =-\infty \iff (1-\sigma^2/2) <0$$
Then I simply calculate $P(\sigma > \sqrt{2}) = e^{-\sqrt{2}}$.
I have doubts about my final $\iff$ statement.
Just consider three cases separately:
This shows that
$$\lim_{t \to \infty} t \left( \left[1- \frac{\sigma^2}{2} \right] + \sigma \frac{W_t}{t} \right) = - \infty \iff 1- \frac{\sigma^2}{2}< 0.$$
Note that the first equivalence in your proof holds only true if $X_0(\omega) \neq 0$ for all $\omega \in \Omega$.