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I work in IT. Most systems have laughable security. Passwords are often saved in plain text in scripts or config files. I went to a site to help out a very large provincial governmental organization move some data out of one system and into another. They sat me down with a loaner laptop and the guy logged me into his user account on the server. When I asked for escalated privileges, he told me he'd go get someone who knew the service account passwords.
After a few minutes, I started poking around on my own... And had administrative access within an hour. I could read the database (raw data), access documents, start and stop the software, plus, figured out how to get into the upstream system that fed data to this server... I was working on figuring out the software's admin password when the guy came back. I'm sure that given some more time, I could have rooted the box because the OS hadn't been updated in years.
It's pretty common to have this as the only barrier. If someone got into my work PC they could easily take down a lot of critical infrastructure, if they knew where to look.
Terrible, but common.
Yeah, getting access into the vpn and subsequently the server is the challenging part. Once you're in, there's so much that can be found quickly and somewhat easily.