Henry figured out how to use the internet to chat with friends and strangers alike at a young, desktop dial-up age. He's remained at the forefront of users for new platforms, networks, and apps due to some combo of an innate desire to connect online, a genuine curiosity at what the internet can do, and a relatively-innocent streak of trolling and shit-posting. From Geocities to Facebook frames, Smash Boards to Echo Skills, Henry's made some viral gags and met some lifelong friends as "jackasskid" and "tehawesome." And as "someone who goes by Henry Stinson Birdseye III."

Notes:

Henry has a pretty good compendium of his goofs on Tumblr
Thanks to the Chicago Podcast Cooperative for coordinating sponsorships, and thanks to Overcast for sponsoring. MBS has listened to all podcasts on Overcast since before they paid money for her support.