In The Blink of AI with Georgie Healy

The Right and Wrong Way to Use AI Agents in Customer Service with Jason Maynard, CTO of Zendesk

March 19, 2026·45 min
Episode Description from the Publisher

Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/surveyJason Maynard, CTO of Zendesk, joins Georgie Healy for a conversation that cuts through the AI automation hype and gets to what is actually happening on the front lines of customer service.Jason shares the framework every business needs right now for deciding where automation genuinely helps customers and where it quietly destroys trust. He introduces the dolphin problem, the counterintuitive reason why the brands that listen hardest to complaints end up winning the most. And he explains why, despite everything you are hearing about AI replacing jobs, customer service job postings in the United States went up 10% in 2025.They also get into digital snap and how to design your way out of it, why your AI agent is really just an extension of your brand identity, a brand new role emerging inside service organisations that looks a lot like what happened to marketing in the early 2000s, and three rapid fire scenarios that reveal exactly when you need a human and when you do not.This is one of the most grounded and practical conversations we have had on the show about what AI in customer service actually looks like when it is done well.✨ Connect with Georgie HealyLinkedin: https://www.linkedin.com/in/georginahealy/Instagram: https://www.instagram.com/georgina_healy/Twitter: https://x.com/georgina__healy?lang=enThe Day One NetworkIn The Blink of AI is part of Day One, the podcast network dedicated to founders, operators & investors.Sign up to get your weekly insights into the up-and-coming AI startups: https://dayone.fm/newsletter

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