Our corporate firewall/proxy is keeping VS Code from being able to install extensions because Code doesn\'t trust something in the chain. It doesn\'t reliably give an error,
I was having the same issue, not when installing an extension, but when a certain extension was trying to download data. Adding "http.proxyStrictSSL": false to my settings file did not work. Disabling SSL is also a really bad idea.
The resolution was to install the Visual Studio Code win-ca plugin which makes trusted Windows certificates available to extensions.