Tim Dillon

About

I’m Tim Dillon, Long Island ex-mortgage guy turned globally touring comedian and podcast executive. After surviving, and possibly helping create, the 2008 housing meltdown, I pivoted from selling questionable loans to selling out theaters. Today I host The Tim Dillon Show, a self-funded media business that distills politics, finance, and American collapse into a premium weekly product for 1.8M listeners. My mission is simple: make people laugh at the end of the world while delivering triple-digit ROI for advertisers brave enough to join me.

Experience

• 

  Founder & Host

  The Tim Dillon Show

  2016 - Present · 10 yrs 4 mos

  Los Angeles Area (remote-first)

  Independent comedy and commentary podcast dissecting culture, finance, and the American Dream

  • Scaled from 0 to 1.8M weekly downloads, ranking top-3 on Apple Podcasts Comedy in 32 countries.
  • Bootstrapped >$10M annual revenue across Patreon, ad integrations, and merch, maintaining 83% gross margin with $0 VC funding.
  • Converted 12 global theater tours (97% average seat fill) into $4.6M ticket sales in 2023.
  • Drove 6,200% ROI for a sponsor via a single viral monologue on the housing market (45M cross-platform views, $0 paid spend).
• 

  Stand-Up Comedian

  Self-Employed

  2010 - Present · 16 yrs 4 mos

  Worldwide

  Touring act delivering socio-economic honesty wrapped in jokes

  • Performed 2,300+ live sets across 10 countries, achieving 92% average audience retention, measured mostly by who stayed seated.
  • Netflix special Tim Dillon: A Real Hero debuted top-5 in the U.S. comedy category and spiked Spotify followers 318% week-over-week.
  • Surpassed 1B total YouTube views (owned + syndication clips), adding 22 K new subs per day at peak.
  • Negotiated seven-figure distribution deal without an agent, preserving 100% creative control.
• 

  Executive Producer & Star

  Netflix - Tim Dillon: A Real Hero

  2022 - Dec 2022 · 11 mos

  Los Angeles, California

  One-hour special chronicling American excess and personal delusion

  • Delivered final cut 21 days ahead of schedule, saving Netflix an estimated $180 K in post-production overages.
  • Achieved a 97% thumbs-up rating, driving a 14% uplift in comedy-special watch time during launch month.
  • Generated $2.1M in downstream merch sales tied to a single joke about crypto yachts.
• 

  NYC Double-Decker Bus Tour Guide

  Gray Line CitySightseeing

  2008 - 2010 · 2 yrs

  New York City Metropolitan Area

  Delivered unscripted city history to tourists seeking Sex and the City landmarks

  • Conducted 3,400 tours, boosting average rider tip from $1.17 to $4.12 (↑ 252%).
  • Launched a spontaneous roast-style commentary that increased bus laughter-per-minute 600% (self-reported metric).
• 

  Mortgage Loan Officer (Subprime Division)

  Rapid Funding Group

  2005 - 2008 · 3 yrs

  Long Island, New York

  Originated residential mortgages during peak boom-and-bust era

  • Closed $27M+ in loans across 240 households; personally generated $390 K gross commission.
  • Outperformed team quota by 162% while developing razor-sharp insights on systemic financial doom, later monetized on stage.
  • Survived 100% of foreclosure hearings by pivoting to comedy before the subpoenas arrived.

Education

• 

  Nassau Community College

  2003 - May 2004 · 1 yr 4 mos

  Withdrew early

Honors & awards

• Just For Laughs - New Face of Comedy

  Just For Laughs Festival

  Issued Jul 2016

  Selected as one of 18 breakout comedians worldwide

• Rolling Stone 10 Comedians You Need to Know

  Rolling Stone

  Issued Oct 2017

  Profiled for disruptive stand-up commentary on U.S. culture

• Patreon Top-5 Creators (by revenue)

  Patreon

  Issued Jun 2021

  Exceeded $200K monthly member revenue without corporate backing