Web Isolation works in Chrome when not using Incognito mode.
When opened in Incognito mode, Isolation fails.
Incognito mode worked prior to the Chrome 83 update.
Chrome 83+
The new default in Chrome 83 is to block third party cookies in Incognito mode. Web Isolation relies on third party cookies, therefore breaking Web Isolation when disabled.
Previous versions of Chrome had 'block third party cookies' disabled by default.
To workaround this new behaviour in Incognito mode, allow all cookies.
This can be set in Chrome under:
settings > privacy and security > third-party cookies > allow third-party cookies
Here is some additional information from Google
https://www.blog.google/products/chrome/more-intuitive-privacy-and-security-controls-chrome/