"Categorize HTTPS Sites" has very limited capabilities in lieu of full HTTPS Inspection. Filtering may not always be accurate as all it has to work with is the SNI prior to encryption. There are many ways around this which explains why randomly some sites are blocked and others aren't, and unless you turn on full HTTPS Inspection UserChecks simply cannot work as the browser will block them as a downgrade redirection attack from HTTPS to HTTP. This is proper behavior by the browser, and a classic attack vector even though we "the good guys" are trying to display a UserCheck.
Gaia 4.18 (R82) Immersion Tips, Tricks, & Best Practices
Self-Guided Video Series Coming Soon