To this day, this is still my favorite video series I ever created. It was also a colossal flop.

I had been watching a LOT of The Daily Show at the time – this was back in 2012 – and came up with the idea of a weekly tech news show that focused almost exclusively on nonsense. I called it The Most Insanely Important, Mind-Blowing Tech News of the Week.

Like I said, it flopped. And it was a fair amount of work. I kept going for probably longer than I should have, but they were fun to make and fun to watch. I remember calling into the Friday morning editorial meetings at TIME and listening to all the editors watch it in the New York conference room while I was in Boston. Good times.

In this, the first episode, I break out my lawyer character: Douglas B. Douglas from the law firm of Douglas, Douglas, and Douglas.

I would make a terrible lawyer but I’d like to think I’d make great lawyer commercials.