2/25/25

Microsoft Insiders Share Their Secrets To Innovating Faster In Your Business Feat. Dean and JoAnn

Innovation Secrets from Inside Microsoft—If you're not innovating, your competition is.

That’s the world we live in. Microsoft didn’t become one of the most dominant companies on the planet by accident—it built a culture of constant reinvention, adaptation, and innovation. And today, we're bringing you the inside track on how to apply those same principles to your business and life.

I’m joined by my co-host, the incredible Candy Valentino, as we sit down with Dean Carignan and JoAnn Garbin, two innovation leaders at Microsoft, who have helped drive billion-dollar breakthroughs. They’re here to pull back the curtain on what it really takes to stay ahead of the curve, build a culture of innovation, and apply the strategies of billion-dollar companies to your own business and life.

Dean and JoAnn share the real secrets behind innovation—the kind that doesn’t just create new ideas but actually makes them succeed. From the power of "double-loop learning" to how AI is changing the game for entrepreneurs, this episode is packed with strategies you can implement right now to get an edge.

What You’ll Learn in This Episode:

✅ Why “learn fast” beats “fail fast” every time

✅ The one metric Microsoft uses that small businesses should adopt

✅ How Think Weeks and Hack Weeks can transform your business (even if you’re a solopreneur)

✅ Why self-disruption is the key to staying relevant and avoiding complacency

✅ How AI can cover your weaknesses and free you up to do what you love

✅ The #1 enemy of innovation—and how to overcome it

If you’re looking for the blueprint for lasting success, this conversation is for you. Max out and share this with someone who needs to hear it!

Main Points:

00:00 Intro

05:06 What Innovation Looks Like

08:24 Double Loop Learning

14:41 Kept Rate

16:20 AI Innovation

29:29 Think Week

26:11 Competing With Innovation

34:09 Building A Culture Of Innovation

39:38 The Practice Of Self-Disruption

44:27 How Decision Matrix Works

47:43 Assumption Map

53:32 The Next Five Years With AI

58:34 What People Should Know

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