I should start by saying I found this post
Equivalent definitions of the Jacobson Radical
which is about the same two formulations of the Jacobson radical but it didn't really to answer my question. I'm trying to prove for myself that these two definitions are equivalent for a ring $R$ with $1$ (we'll call them $J$ and $J'$):
$$\newcommand{\Ann}{\operatorname{Ann}} J(R)=\cap\{\Ann(M)\mid\text{$M$ is a simple left $R$-module}\}$$
where $\Ann(M)$ is the annihilator of $M$, and
$$J'(R)=\cap\{I\mid\text{$I$ is a maximal left ideal of $R$}\}$$
To show $J(R)\subseteq J'(R)$: let $a\in J(R)$ and $I$ be a maximal left ideal. Then $R/I$ is a simple left $R$-module, so $a\bar x=0$ for any $\bar x\in R/I$. In particular, $\bar a=a\bar 1=0$, so $a\in I$, and hence $a\in J'(R)$.
I'm having trouble with the other direction. Of course, I need to let $a\in J'(R)$ and $M$ be a simple left $R$-module, but I see no immediate way to relate this to maximal ideals of $R$. For what it's worth I'd prefer a hint rather than a complete answer.