Bioshock 2 casualized that shit for the btter
Hacking
...
Accurate hacking sim would be really fucking boring. You spend several months grinding away on some program writing an exploit, then on the day to use it you cross your fingers and hit enter and in the next few seconds it's in God's hands like a moonshot and will either succeed or fail and then it's over. And the exploit dev part is only fun if you're a "half A-press" kind of guy, it's quite similar.
I'd ditch the software side of hacking and make it human. Have all the 'hacking' be Blood Money style convoluted where you trick people into doing things like opening ports on their firewall by learning how to write emails that sound like the CEO, searching offices elebits-style for post-its, threatening to reveal the IT guy is a furry (they all are), stopping employees on the street and claiming you're doing a study on password strength and ask for theirs (this actually works), etc..
Related was comfy