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 rocket ship that distills politics, finance, and conspiracy-flavored optimism for 1.8 M weekly listeners. My mission: help people laugh at the end of the world while delivering triple-digit ROI for advertisers brave enough to sponsor the chaos.

Experience

• 

  Founder & Host

  The Tim Dillon Show

  2016 - Present · 10 yrs 1 mo

  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 1 mo

  Worldwide

  Touring act delivering socio-economic honesty wrapped in jokes • Performed 2,300+ live sets across 10 countries, achieving 92% average audience retention (measured by nobody walking out—mostly). • 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 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.

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  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