WHAT WENT WRONG WHAT WENT WRONG

Cutthroat Island

Aug 10, 2026 · 1h 23m

Summary

Hosts Lizzie Bassett and Chris Winterbauer examine the 1995 swashbuckler Cutthroat Island, challenging its reputation as an unmitigated disaster. They explore the film’s surprising fun, Geena Davis’s performance, and its clear influence on Pirates of the Caribbean. The episode also details the financial excesses of producer Mario Kassar and the Karolco studio, which nearly collapsed under the weight of inflated budgets and tax schemes.

Topics discussed

Intro, giveaways, and Surfshark sponsorship Initial impressions of Cutthroat Island Director Renny Harlan and producer Mario Kassar Karolko's business model and tax shelters Article and Quince sponsorships Geena Davis's career and casting Script origins and Michael Douglas's exit Production chaos and Matthew Modine's casting Filming stunts, injuries, and Oliver Reed Editing, score, and release date delays Box office failure and critical reception Legacy, Geena Davis's later career, and outro
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