The Dollop with Dave Anthony and Gareth Reynolds

687 - Larry Sullivan - Live

Jun 10, 2025
Join the comedic journey as two hosts explore the wild antics of Larry Sullivan, an Oregon bad boy. They dish out hilarious tales about boxing misadventures and the absurd world of sailors entangled in corruption. Get a laugh as they dive into the quirks of restaurant advertising, focusing on the perplexities of Sizzler’s business model. Not to mention a whimsical look at the chaotic history of mining speculation, filled with bizarre schemes and pop culture jabs. It's a delightful blend of absurdity and humor!
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ANECDOTE

Larry’s Brutal Boxing Career

  • Larry Sullivan was a tough boxer who initially thrived in Astoria but failed miserably in Portland, losing after 72 rounds in his best fight.
  • His boxing career was marked by many brutal losses and absurd tales like "throwing up the sponge," literally.
ANECDOTE

Larry’s Shanghai Scheme

  • Larry became a master "shanghair" kidnapping men into forced labor on ships through trickery and drugs.
  • One story detailed a riverboat party that ended with men unknowingly signing sailor contracts and being forced to work on a ship for years.
INSIGHT

Larry’s Political Power Play

  • Larry used ownership of a sailor's boarding house to control transient men who could vote many times, which gained him political power and law enforcement backing.
  • This gave him leverage to organize a crimp cartel, making him effectively "the law" in Portland’s underworld.
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