When the Sony Walkman hit the market in the 1970s, it was the first time we were able to take our music with us on-the-go. Marques explores this iconic piece of tech—from the inspiration behind its compact design to how it changed portable audio forever. He also enlist the help of fellow YouTube creator Judner A.K.A. Uravgconsumer to fix a busted Walkman. The Gregory Brothers join me to test out whether a vintage Walkman is durable enough to survive a game of ultimate frisbee.

I’m looking at wearable tech and how it's developed over the years. I’m talking to Wyatt Cenac about everything from the first ever wearable computer glasses in 1984 to '90s cyber-fashion shows to the 21st century's Google Glass. I’m also joined by both Austin Evans and Michael Gregory to check out old sneaker tech.