Hey, I'm just glad to be able to help out!
Don't mind me. I tend to err on the side of full disclosure of everything that might go wrong. I believe the phrases "obsessed with work", "never home", and "always on the computer" were in my proposal to my wife.
I think Dreamhost provides great value for money. They have very generous limits and work hard to provide us with good service. Read up at dreamhoststatus.com and blog.dreamhost.com if you want to read about all the warts. DH never denies it when they have problems and always tells you what went wrong, even when it's something they did.
Personally, I think they have the usual number of outages and downtime as other large shared web hosts. You shouldn't let that scare you away.
I bought into Dreamhost PS to get it so that there would never be a time when my site was slow. This was important to me and is very difficult to achieve on a shared web host because there are always times when someone else's site on your server is busy. I wouldn't let my unreasonable requirements affect your decisions.
Yup, well, if you're happy where you are... Why fool with it?
Nope, you run the upgrade of the base wordpress and then upgrade any plugins you need to manually. Most of the time you don't need to upgrade the plugins, but there are times when you do. I like to keep my plugins up-to-date anyway as a best practice.
This or any cpanel host is as easy as Wordpress gets short of using wordpress.com.
One thing you might consider is just signing up and giving it a try for a few months. The 97-day money-back period is made for situations like yours!
What are [color=#CC0000]50DISK50[/color], [color=#CC0000]3DOM50[/color], and [color=#CC0000]1IP1DOM50[/color]?
They're Dreamhost coupons!