Wes Miller is a research analyst at Directions on Microsoft who’s focused on Microsoft identity, security, and management. Over the years, he’s worn many different hats, including serving as director of product management for Invodo and CoreTrace, a contributing editor for TechNet Magazine, an engineering manager at Pluck Corporation, and a product technology strategist at Winternals Software. He also did an eight-year stint at Microsoft, working as a product manager, program manager, implementation manager, and intranet web developer. Join Corey and Wes as they discuss the Directions on Microsoft origin story, the wild world of software licensing, how Azure currently plays second fiddle to AWS, how trying to figure out cost savings in the cloud is akin to untying a Gordian knot, Wes’ “cloud paradox” and what it means for predicting cloud spend, why Wes believes there should be a dedicated individual analyzing spend at a vendor when the numbers are high enough, why Microsoft is still the same old Microsoft despite what many people think, how marketing and developers often speak different languages, and more.