Matt is an NYC-based comedian, writer, and startup veteran. When he’s not performing live comedy, he writes his weekly newsletter, The Rubesletter, and co-hosts the Hell & Wellness podcast. In his writing, he dives deep into topics such as comedy, tech, politics, art, spirituality, pop culture, and more. You can watch his stand-up comedy in his "Feels Like Matt Ruby" comedy special on YouTube (album version).

​In this conversation with Lyle, we learned about:

  • ​Comedy writing for the stage vs his newsletter
  • ​Hot takes vs nuance in online discourse
  • ​The state of online content and how it has changed throughout his career
  • ​How he generates and workshops his writing ideas and jokes
  • ​His recent move to a paid Substack publication

​We did a Q&A during the Zoom chat and Matt answered any questions that came up.