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Nick Di Paolo

A seething Boston instigator who treats minor annoyances like blood feuds.

5 specials · 2002–2019

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Nick Di Paolo walks on stage looking like a guy who just got overcharged at a body shop and wants to yell at a manager. He has a raspy delivery that turns complaints into indictments. He doesn’t just deliver punchlines; he spits them out with a genuine sneer. When a crowd tightens up at a harsh premise, he doesn’t retreat. He leans over the mic stand, squints into the lights, and mocks the audience for groaning, treating their discomfort as proof that he is right.

Specials

On stage

Di Paolo operates outside the mainstream comedy circuit. After years of appearing on basic cable roasts and acting as a sounding board on Louie and Horace and Pete, he fully embraced a hard-right political stance. He broadcasts a daily show to a dedicated conservative fanbase on alternative streaming platforms. For a certain sect of comedy fans, he is a casualty of changing norms. For his loyalists, he simply found the exact audience that wants his straightforward hostility.

His core strength is aggravation. Long before his material became strictly political, Di Paolo built his act on petty rage. He constructs jokes like a barroom argument, using his Boston-area accent to drive a premise home. The material is stubborn, and he will frequently bypass a clever punchline in favor of making a blunt ideological point. But when he aims that irritation at a universal annoyance, he builds heavy momentum simply by listing the things he hates.

He came up in the Boston comedy scene of the late 1980s before moving to New York. That regional DNA remains the foundation of his act. He still writes and performs with the thick-skinned hostility of a Northeast dive bar.

Turning points

  1. First Standup Set at Stitches

    Di Paolo transitioned out of door-to-door sales by stepping up for his first open mic at Stitches in Boston after drinking 22 beers at a family barbecue, setting off his professional comedic journey.

  2. 1998–2001

    Emmy Nominations on Chris Rock Show

    Di Paolo joined the writing staff of HBO's The Chris Rock Show for two seasons, earning two Emmy Award nominations for Outstanding Writing.

  3. 2002–2004

    Tough Crowd and Roasts Breakthrough

    Becoming a regular on Tough Crowd with Colin Quinn and appearing on multiple Comedy Central Roasts established Di Paolo nationally as a premier insult and roast comic.

At a glance

Born
, Beverly, Massachusetts
On stage
since 1987
Style
observational, black comedy, insult comedy, satire, off color
Breakout
Tough Crowd with Colin Quinn
Influences
Johnny Carson, David Letterman, Jay Leno, Robert Klein
Topics
Elsewhere
Website, Wikipedia, YouTube

Fans also like

  • Colin Quinn

    Quinn titled Di Paolo's first two albums and featured him as a foundational panelist on Tough Crowd with Colin Quinn, sharing a gritty Northeastern comedic sensibility.

  • Louis C.K.

    Former New York roommates and Boston scene contemporaries, with Di Paolo appearing in Louie, Lucky Louie, and Horace and Pete.

    Photo: ANDERS KRUSBERG / PEABODY AWARDS / CC-BY-2.0

  • Patrice O'Neal

    Co-starred together on Comedy Central's Shorties Watchin' Shorties and shared a fearless, no-holds-barred approach on Tough Crowd and Opie and Anthony.

Podcasts

  • The Nick Di Paolo Show · host

    Talk and comedy podcast featuring Di Paolo's strong political opinions, commentary, and razor wit.

    Apple Podcasts

  • The Nick & Artie Show · co-host

    Syndicated sports entertainment radio and simulcast talk show co-hosted with Artie Lange.

    Spotify · Apple Podcasts

Also on screen

2002–2004
Tough Crowd with Colin Quinn Self - Regular Panelist
The Sopranos Joey the Cop
Shorties Watchin' Shorties Baby Nick (voice)
Lucky Louie Nick (Building Superintendent)
Artie Lange's Beer League Cousin Mickey

A clip to start with

A clip of Nick Di Paolo