WordPress.com has servers in two datacenters run by LayeredTech and one by Server Beach, around 1,200+ total. When one datacenter fails we (hopefully) fall over to the other two. We have DNS and monitoring services at half a dozen other locations, and of course utilize CDNs for frequently-accessed content.
Support is handled by a worldwide team of some of the nicest and sharpest people you'll ever meet, with escalation to the core people behind WordPress. We've seen and worked with more high-profile blogs than probably anyone else.
The typical floor for VIP is 1 million pageviews a month. Many clients do many times that, or host dozens of sites with us.