Another consequence of the "cloud everything" trend. I feel like it's almost a deliberate plan to make everyone's machines constantly send and receive data over dozens of active connections, so the odd one occasionally sending out something that shouldn't be will easily "get lost in the noise"... You could even say that at least this time they were nice enough to tell you and send data in cleartext so you can easily see what's going on. Imagine if it used HTTPS, added another layer of encryption/obfuscation on top of that, and the notice was buried deep in a long license agreement, how long would it take someone to discover it?
What astounds me is that 20K(!) Visual Studio users --- so presumably NOT the "average barely-computer-literate" user we often like to think of as being the ones to get fooled by schemes like this --- probably saw the notice, but didn't give a second thought to installing something like this? These are developers, the people writing today's and tomorrow's software. That makes me sad and scared for the future of privacy/security.
Then again, Microsoft's official Visual Studio privacy policy isn't all that much more reassuring:
https://www.visualstudio.com/en-us/dn948229
For pre-release and free versions of the software, users cannot opt out of usage data collection.
Bluntly stated, "You're the product."