Podcasts

With more than 30 years of experience covering Microsoft, Directions on Microsoft provides unique perspectives about the shifts in Microsoft technologies, roadmaps and licensing policies that matter most to enterprise-size companies. Twice each month industry veteran Mary Jo Foley interviews a different Directions analyst for informed insights and advice to help you derive full value from your Microsoft investments.

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February 19, 2026 . Season – 5 · Episode – 4 · Duration – 37m Microsoft 365 Copilot Licensing: Five Things You Need to Know Whether you're still on the fence or in the midst of deploying Microsoft 365 Copilot, you'll want to make sure you know these five things about M365 Copilot licensing. Directions' Rob Horwitz digs into the details with Mary Jo Foley in this episode.

February 12, 2026 . Season – 5 · Episode – 3 · Duration – 25m SQL Server Migrations: Tips to Help You Prepare SQL Server 2016 and 2017 are leaving Extended support in the not-too-distant future. Directions' analyst Andrew Snodgrass shares his preparation checklist in this episode with Mary Jo Foley.

January 29, 2026 . Season – 1 · Episode – 1 · Duration – 30m Three Smart Guys: Microsoft's 2026 Challenges In this inaugural episode of the TSG podcast, Directions' Barry Briggs, along with industry analysts George Gilbert and Peter O'Kelly, discuss Microsoft's strategies in AI and beyond for 2026.

January 23, 2026 . Season – 5 · Episode – 2 · Duration – 24m Microsoft Ignoring Your Org's Needs? We Have Some Tips for That Microsoft's one-pointed AI focus may be clouding what your company really wants and needs. Directions analyst Jim Gaynor shares with Mary Jo Foley some ideas for fighting back.