It doesn't matter if he lost money on the trades, what matters is that he had a position in Boeing that was impacting his ability to make an impartial ruling.
Only if he knew about it and kept the position. Which, according to the disclosure he filed, he didn't.
But you’d be fooling yourself if the facts of this story suggest it had any meaningful impact on his ruling.
It was a conflict of interest if the judge knew and was trading those stocks at the time. But it seems like that wasn’t the case.