Is the height supposed to mean anything? Why did they start with Safari? It's the first modern web browser? It points to a page that says IE9 is not a modern browser yet shows IE7 and IE8.
No, the icons just indicate releases. They're at different vertical levels so they don't obscure each other. :-)
I decided to start in 2006 to catch Firefox 2 and Internet Explorer 7, otherwise you don't fully see the gaping hole which represents the Dark Ages of the modern web. (Safari was added later, and 2.0 happened to slot in at the start of 2006.)
It would be pretty cool if you extended it back to 2001, when IE6 was released - then you could also show the rise and fall of Mozilla and the birth of Firefox.
Even better, roll it back to 1991!
Edit: and another pony request - how about putting the release date in the tooltips (yyyy-mm-dd) to clarify any confusion about when exactly it was?
IE7/8 are there to show scale. The premise is that modern browsers release frequently. You can see that in the time it took IE to release 2 versions, the other browsers released at least double that same amount. Thus IE is not a modern browser.
I don't think the height means anything. As far as starting with Safari, they probably just picked 2006 as the start point and it was the first one with a release that year.
The reason it shows IE7 and IE8 is to illustrate that all of the modern browsers are shipping pretty regularly, while IE only has two releases on there.