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Lord Kat started his online "career" in 1988 on The Sierra Network, playing the RPG "The Shadow of Yserbius". At the time, the internet was only accessible on a pay-per-hour basis, and Jason racked up a bill of over $4,000 (phone charges for the dial-up modem) in only a month.
LordKat's stuffed polar bear, "Strawbeary", is the livestream's unofficial mascot. He was a birthday gift from Benzaie, and is a smaller version of Ben's sidekick Beary. On live camera, Strawbeary can often be spotted sitting on Jason's dresser or riding atop his head.
Many of the contributors of That Guy with the Glasses have shown up on the livestream (either in the chat or on Skype) at some point. A list of frequent visitors can be found on LordKat's wiki.