Ryan Roslansky ran LinkedIn. Now he doesn't. Phil Spencer ran gaming. Rajesh Jha ran Office. Charlie Bell got demoted to guy-who-used-to-run-security. All in one year. Microsoft calls this "organizational evolution." The rest of us call it a staff meeting where everyone checks their phones and updates their resumes.
These aren't low-level product managers sneaking out the side door. Spencer oversaw the entire gaming division. Jha controlled Office, which prints money like a compromised ATM. Bell ran security for a company that holds more enterprise data than God's hard drive. Roslansky managed the professional network where people pretend to care about synergy. They all looked at their calendars and said no thanks.
You know what's incredible about this? Nothing changed for retail traders who own MSFT in their Robinhood accounts. Stock still goes up. Dividends still hit. They're checking their portfolios between TikToks thinking they're Warren Buffett because they bought three shares at $420. They have no idea who Ryan Roslansky is. They think Phil Spencer is a British novelist. They'll never know Rajesh Jha left until they Google why Excel crashes every time they try to make a pivot table for their dropshipping business.
Microsoft will replace these people by Friday. Some VP you've never heard of gets promoted. Another executive gets poached from Amazon. The company releases a statement about "exciting new leadership opportunities" and "continued commitment to innovation." Translation: we're fine, please stop asking why everyone's leaving.
Charlie Bell took a demotion rather than quit outright, which means he either has unvested stock options the size of a mortgage or he really likes the cafeteria. Either way, when the head of security becomes an individual contributor, that's not a lateral move. That's corporate speak for we'd fire you but the optics are bad.
Four executives gone in twelve months, and the only people who noticed work at Microsoft or write headlines about Microsoft.
Photo by Zulfugar Karimov on Unsplash

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