Leo must be running into hard times. Usually this sort of move is a play when your main business isn’t thriving.
Twitter have gone lumbering into Leo's registered trademark class: "IC 041. US 100 101 107. G & S: Entertainment in the nature of visual and audio performances, and musical, variety, news and comedy shows."
What do you think they'd do if he started a microblogging service under the TWiT name?