The Thread Podcast

Retention Isn’t Dead. It’s Just Getting Smarter. Brent Krempges, Chief Customer Officer at Gainsight

February 27, 2026·25 min
Episode Description from the Publisher

Brent Krempges, Chief Customer Officer at Gainsight, joins the show to unpack the next evolution of Customer Success in an AI-first world. After 12+ years at Gainsight, from implementation to global pre-sales to CCO, Brent shares how CS is shifting from seat-based software to outcome-driven operating models. We dive into AI-driven health scores, renewal agents, sentiment analysis, and the looming “retention reckoning” facing AI-native companies. Key Takeaways (Bullet Summary)AI wi...

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