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.
The following error message is shown in the browser:
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 > cookies and other site data > allow all cookies
Here is some additional information from Google
https://www.blog.google/products/chrome/more-intuitive-privacy-and-security-controls-chrome/