As zoli answered above $1_A \in \mathcal{B}$ means that $1_A$ is a $\mathcal{B}$- measurable function.
I would like to address your second question:
If $F(x)$ is continuous, then it is clear that $F$ is measurable, but let's look at Y = F(X): for $a > 0$, the set $\\{x: F(x)
This is essentially the same idea of @zoli. I only wanted to avoid using $F^{-1}$ since the function might not be invertible.
**remark:** take $a_n \downarrow a$ to obtain $P(Y\leq a) = \lim_nP(Y \leq a_n) = \lim_n a_n = a$ this can also be used to the case $a = 0$