Traditional Judaism has this really weird (to me, a goy) emphasis on finding loopholes in rules. I always remember these ropes they place around New York City and other places so they can stay "indoors" on, I think it was, the Shabbat, by walking underneath the rope, which is a type of ceiling.
As I understand it, they know God's not stupid and sees right through this sort of thing, but they believe God put rules like "stay indoors on the Shabbat" in place so that He could entertain Himself by watching the creative loopholes humans come up with. Other Shabbat loopholes include putting things on timers the day before, paying a non-Jew to do things that Jews are forbidden to do, or legally transferring ownership of the cupboard full of bread to a non-Jew for the one day a year when Jews aren't allowed to own bread.
And as I understand it, they do this with all things, from a young age. Cultivating this mindset definitely has something to do with their cybersecurity prowess.