#778 ITNation Connect 2025 - Stephen Yu: ♟️ The Puzzle Mindset: From Chessboards to Boardrooms

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What do chess, rock climbing, and business have in common? For tech visionary and problem-solver Stephen Yu, everything is a puzzle waiting to be understood. In this episode of Joey Pinz Conversations, we explore how the founder of Adaptive Catalog approaches life and leadership through curiosity and pattern recognition—from teaching his son chess to building solutions that let MSPs “sell without quoting.”

Stephen shares his journey from Quosal’s early ConnectWise days to creating Adaptive Catalog, a platform reshaping how IT resellers and MSPs buy and sell. He opens up about his personal health wake-up call, reversing diabetes through determination, and how discipline, empathy, and fit guide every part of his life.

✨ Top 3 Highlights:

1️⃣ How chess and climbing teach pattern recognition and problem-solving.

2️⃣ Why great partnerships depend on shared values and “fit.”

3️⃣ The future of MSP automation and ethical AI in business.

#JoeyPinzPodcast #MSPInfluencer #MSPCommunity #AdaptiveCatalog #AI #MSP #ConnectWise #Entrepreneurship #ProblemSolving #Leadership #TechInnovation #HealthJourney #Podcast #ForzaDash #ITNation #ITN25

Episode Links:

https://www.linkedin.com/in/yushifan/

https://www.linkedin.com/company/adaptive-catalog/

https://www.adaptivecatalog.com/

Tags:

Stephen Yu, Adaptive Catalog, MSP, ConnectWise, AI, entrepreneurship, leadership, tech innovation, problem solving, podcast, Joey Pinz Conversations, health, diabetes recovery, ITNation

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