Story perspectives

Kevin O’Leary Clashes with Tiffany Cross Over ICE Claims

1/29/2026

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Summary

Story summary

Kevin O’Leary, star of Shark Tank, confronted Tiffany Cross in a heated exchange about U.S. Immigration and Customs Enforcement (ICE).
Cross accused ICE of employing "Proud Boys" and likened them to the Gestapo, which O’Leary disputed.
Cross asserted that some ICE agents have white supremacist tattoos, a claim O’Leary called outrageous.
The discussion showed a divide on ICE policy, with the Department of Homeland Security not supporting Cross’s assertions.

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Story summary

Kevin O’Leary, star of Shark Tank, confronted Tiffany Cross in a heated exchange about U.S. Immigration and Customs Enforcement (ICE).
Cross accused ICE of employing "Proud Boys" and likened them to the Gestapo, which O’Leary disputed.
Cross asserted that some ICE agents have white supremacist tattoos, a claim O’Leary called outrageous.
The discussion showed a divide on ICE policy, with the Department of Homeland Security not supporting Cross’s assertions.