Oh bullshit. Even a tooltip or hoverbar just gets in the way.
It doesn't matter how friendly you make the interface, users will still be put off by it. You will still get calls like "I got an error doing this" and most users won't even be able to tell you what the error was. They'll say "I just clicked ok and it hasn't happened again".
I have had engineers, you know, people with degrees that should be very intelligent when it comes to computers, deal with bsods for days on end because they didn't want to pick up their phone. They end up telling you when they see you, but even they don't think it's a big deal. Their system has been crashing for days and they don't think it's a problem. A simple driver update fixes the problem. And the ones that do think it's a big deal will call you right away, but then expect a permanent fix for a complex problem right away. Heaven forbid you need to go do some research that might take a day or a week. And then if the fix doesn't fix it, then they bitch because the one fix you tried didn't work. Forget that there might be five different possible fixes for what looks like a simple problem. Since that one fix didn't work, they had to go do a google search themselves to find the "easy fix" that involves a BIOS update that might fix the problem. And they won't actually do that fix, they'll just tell you "I looked around on Google and this is really an easy fix. I can't understand why you guys can't fix it." Then, when you confront the boss about the "easy fix" and tell them that the "easy fix" involves said BIOS update that didn't work (because you've done it already), then the boss backs down and realizes that you really are doing your best to please this one person and it doesn't matter what work arounds you come up with, this one person isn't happy unless the system works exactly the way they want it to work. Heaven forbid a 3 year old laptop have bugs in its BIOS that simply aren't going to be fixed because it's totally outdated!
I recently had an engineer actually tell me "I figured you forgot about it" because I took the laptop he was using to my office to update his MS Office install and fully update his computer. I had it for one day. I took it back the next and he said "I figured you forgot about it".
The more friendly you make the interface the more they either hate it or they get dumber. It's that simple. The more friendly it gets, the more they expect it to do shit on its own without them having to think. I've had people tell me they'd love to have a program sitting there doing their job for them. Then they say they'd find something else to do. Problem is there is nothing else for them to do.
In short, people are idiots and want the computer to think for them.