Vox Media Podcast Network
22 May 2026
President Trump is preparing to sign a major executive order on AI and cybersecurity at a moment of growing concern over cyber threats from China, Russia, Iran, and criminal ransomware gangs. Jen Easterly, former Director of the Cybersecurity and Infrastructure Security Agency and now CEO of RSAC, the world's largest cybersecurity community, joins Jake Sullivan and Jon Finer to discuss: Why America has a software security problem, not just a cybersecurity problem How insecure software shifted risk from tech companies onto consumers Why AI tools like Mythos and GPT-5.5 Cyber could fundamentally change cyber defense What China’s Volt Typhoon campaign revealed about U.S. infrastructure vulnerabilities How cyber warfare has shaped conflicts in Ukraine and Iran Jake and Jon close the episode with a discussion of the latest developments in the Iran war, rising tensions around Cuba, the Ebola outbreak in the Congo, and President Trump’s summit with Xi Jinping in Beijing. Follow The Long Game so you never miss an episode. New episodes drop weekly. Watch the video version of this episode on YouTube. Show notes are available here. Transcript coming soon. Email Jake and Jon at longgame@voxmedia.com. The Long Game is produced by the Vox Media Podcast Network. Learn more about your ad choices. Visit podcastchoices.com/adchoices
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