It was obviously when Homestar Runner was at his peak (the character himself, the webseries named after him, and the website it’s hosted in all at the same time). This guy literally changed the accents of some people.

sbemails, TGS and tragdor are forever etched in my brain.

kids, don't play with too many knives. Crash stunt man gonna save some lives.

I’m actually glad they’re still around, they released a new cartoon last month.

That cartoon was one of the most mind-blowing things I’ve ever seen on Homestar Runner in a long time!