I certainly notice any time I boot something up that requires the JVM, I refuse to use the CLR, so I can't tell you much about my own experience with that.
As for page load times, this is silly. There is no startup time on a page at all. Possibly the first hit but there are warm start options for that in CLR at least which make this a complete non issue.
To give you an idea, 98% of our page hits are under 80ms processing time and we have big, heavy pages (we're old school asp.net mostly).
I'm talking about command-line applications, like the one in the article and in your first post. Then you get the startup every single time you run the command.
I use zeroinstall a lot (I'm a contributor), and I turned off tab completion because the lag (of the python implementation) made me wonder if my terminal had locked up, which was far more distracting than trying to remember the available arguments. I have re-enabled it in the ocaml port, because now it's effectively instant.