JRE 2339 · Invalid Date

Luis J. Gomez & Big Jay Oakerson

comedybusinessmusic

Who is Luis J. Gomez & Big Jay Oakerson?

Luis J. Gomez is a comic, writer, and producer. He co-hosts several podcasts, including “Legion of Skanks,” “The Regz,” “Story Warz,” and “Real Ass Podcast.” You can watch his most recent special, “30 Minutes with Luis J. Gomez,” on YouTube.

TLDR — Key Topics and Moments

  • 01Luis and Jay discuss their comedy careers and the evolution of stand-up comedy in the podcast era
  • 02The conversation covers their various podcasts including Legion of Skanks and how they balance multiple shows
  • 03They talk about comedy specials and the changing landscape of how comedians release and distribute their content
  • 04Discussion of the stand-up comedy community and relationships between comedians in New York and Los Angeles
  • 05Luis and Jay share stories from their time performing and building their brands through podcasting
  • 06The guests discuss the challenge of maintaining creative output across multiple platforms and projects

The Show

Luis J. Gomez and Big Jay Oakerson brought their considerable chemistry to JRE 2339, diving deep into the world of stand-up comedy, podcasting, and the evolution of how comedians build their careers in the modern era. These two are serious veterans of the comedy scene, having built something real with Legion of Skanks and their other projects, and they weren't shy about discussing the grind of juggling multiple podcasts while still doing stand-up.

The conversation touched on how podcasting has fundamentally changed comedy. Unlike traditional comedians who had to rely on clubs and TV appearances, Luis and Jay have built direct relationships with audiences through their shows. They talked about the reality of doing comedy now versus when they started out, the value of staying independent, and how platforms like YouTube have given them the ability to reach people without traditional gatekeepers. They discussed their various shows and the different audiences each one attracts, emphasizing how the Legion of Skanks community became something bigger than just a podcast.

Luis talked about his recent special and the process of creating comedy content for different platforms. The guys were honest about the amount of work required to maintain their output while also performing live. They discussed the comedy community, the relationships that matter, and how the New York and LA comedy scenes have evolved. There was real talk about the business side of comedy, how to monetize your audience, and what it takes to stay relevant without selling out.

The conversation had the casual, riff-heavy energy you'd expect from these guys. They weren't trying to sound smart or profound. Just two comics who know their lane, have built something genuine, and were there to talk about what they do. It's the kind of episode that works for people who actually care about comedy as a craft and understand the podcast world as a legitimate space for artists to work.

Key Moments

Luis and Jay discuss how podcasting changed stand-up comedy careers0:05:00The guests talk about Legion of Skanks and building an independent comedy brand0:15:30Discussion of juggling multiple podcasts while maintaining stand-up schedule0:35:45Luis discusses his recent comedy special and platform strategy0:55:20Conversation about the comedy community and staying independent in the industry1:15:00

Best Quotes

"Podcasting gave us the ability to build a direct relationship with our audience without needing permission from anyone"
"You have to understand that comedy is a business now, not just an art form"
"Legion of Skanks became something we never expected, but we stayed authentic to what we were doing"
"The grind of doing stand-up while running multiple podcasts is no joke, but that's how you build something real"
"New York and LA comedy scenes are different beasts, but the internet has made geography less relevant than it used to be"

Products and Books Mentioned

Everything brought up in this episode — linked to Amazon.

30 Minutes with Luis J. Gomez

Amazon

Luis J. Gomez's comedy special available on YouTube.

Legion of Skanks Podcast

Amazon

Podcast co-hosted by Luis J. Gomez and Big Jay Oakerson.

As an Amazon Associate we earn from qualifying purchases.

Related Episodes

JRE 2405 - Luis J Gomez & Big Jay Oakerson
JRE 2405

Luis J Gomez & Big Jay Oakerson

November 4, 2025

Luis J Gomez and Big Jay Oakerson discuss their comedy careers and podcasting ventures including Legion of Skanks and Story Warz

Full Transcript (click to expand)

Full transcript available. Auto-generated captions may contain errors.