Sending, receiving, and organizing email in Outlook.com
Hey there!
Nice to meet you! I'm Randy, an Independent Advisor.
Hi Alex, if some Outlook rules only work when you click "Run now", they’re likely client-only rules (e.g., moving mail to PST/local folders, using custom scripts, or "on this computer only"), too complex, or blocked by higher-priority rules. To fix this, edit them to run server-side (avoid local-only actions), simplify conditions, and check the rule order so nothing prevents them from triggering automatically.
Best regards,