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How Gainsight Used AI to Make 90% of Their Team Irreplaceable

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How Gainsight Used AI to Make 90% of Their Team Irreplaceable

In this episode, Zapier’s Wade Foster talks with Gainsight CEO Nick Mehta and Enterprise AI Transformation lead Seth Wylie about how they got 90% of their teams actively using AI - and not because they had to, but because they realized it made them better at their jobs.

From grassroots experimentation meetups (that employees attend even on PTO) to personalized GPTs in the voice of execs, Nick and Seth share the cultural unlocks that made AI feel accessible, personal, and valuable. They explain how psychological safety, not top-down mandates, created a movement - and why AI’s most powerful role might be helping your people break out of theirs.

Whether you're leading a company or reinventing your own role, this is a masterclass in how to become irreplaceable.

46 min

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AI Meets a $2T High-Trust Industry: How Newfront CEO Made It Work

Zapier’s Wade Foster talks with Newfront CEO Spike Lipkin to learn how an AI-powered insurance brokerage is rethinking a $2 trillion industry, without forcing new workflows or long trainings.

Spike shares the moments where AI finally matched the hype—from a hackathon where half of projects went straight into production, to an AI benefits bot that saves HR teams a month of work every year, to contract reviews that now take just 20 seconds.

The two also dig into why 1 in 5 unicorns trust Newfront with their insurance needs in a $2T industry where a single gap in coverage can make or break a business, how “the email inbox is the API” became their rallying cry, and why the real future of work might mean less doing, more delegating—and much stronger client relationships.

35 min

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How Gainsight Used AI to Make 90% of Their Team Irreplaceable

In this episode, Zapier’s Wade Foster talks with Gainsight CEO Nick Mehta and Enterprise AI Transformation lead Seth Wylie about how they got 90% of their teams actively using AI - and not because they had to, but because they realized it made them better at their jobs.

From grassroots experimentation meetups (that employees attend even on PTO) to personalized GPTs in the voice of execs, Nick and Seth share the cultural unlocks that made AI feel accessible, personal, and valuable. They explain how psychological safety, not top-down mandates, created a movement - and why AI’s most powerful role might be helping your people break out of theirs.

Whether you're leading a company or reinventing your own role, this is a masterclass in how to become irreplaceable.

46 min

Watch now ->

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Why the Mindset That Got Klaviyo's CEO to $1M Solo Won’t Scale AI

Before Copilots, Agents, or VC cash—Andrew Bialecki hit $1 million in revenue without hiring a single employee. That early discipline—automate everything, obsess over the customer, and build real product value—carried Klaviyo all the way to a 2023 IPO and a business that still runs lean. But now we’re in the acceleration age. AI is everywhere, speed is free, and the temptation to move fast and automate everything is real. In this episode, Andrew joins fellow bootstrapped founder Wade Foster to unpack what it means to lead a company through AI's massive transformation, and the hard rewiring that starts at the top.

54 minutos

Watch now ->

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