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Josh Sitron, J's producer, becomes his first repeat guest as they sit down to check in on how things have been going since the first episode of the podcast and discuss the release of J's new online workshop: Gentle is the New Advanced. They share intimate details about the process that led to its creation, the purpose for its existence, and an impromptu strategy session where much the signature back and forth between the two friends ensues. J gets personal from a hotel room in Japan and ponders his way forward.