It's not really a debate. The thing you're asking about is incredibly complex. Hacking isn't a magical process where you figure out someone's password and suddenly you have perfect control over everything they do, like it is in the movies. Defeating electronic defenses takes time, mastery of a staggering amount of programming knowledge, time, an immense amount of bandwidth, time, a healthy spoonful of luck, and have I mentioned time? It's a slow, arduous process of trial and error, punctuated with ceaselessly designing the perfect programs specialized to break into one single system.
If all you're talking about is hacking someone bankrupt, though, that would require you to get access to their bank account (which would involve the process listed above) and then drain the account in such a way as to not be detected by the systems, whether AI or not, whose function is to spot and prevent exactly what you're trying to do.
More importantly, doing it to "the Sith" is literally impossible. They don't just throw all of their money into one immense account with "Sith Bucks Here!" plastered on the front. Attacking one of their supporting franchises would also be incredibly difficult, as they intentionally decentralize their funds for exactly this reason.
Hacking one person's bank account is so difficult that we write crime dramas about it. Hacking a company's accounts all at once would be a technological feat of godhood. Hacking all of a nation's supporting infrastructure?
