Using hotmail.com/outlook.com email with clients without OAUTH2 support (deprecated, no more supports for old email clients)
Microsoft announced about enforcing OAUTH2 authentication starting from September 16 2024. Application Passwords will be disabled too. In practice, non-OAUTH2 email clients are blocked from accessing Microsoft email servers starting from June 2024. See https://techcommunity.microsoft.com/t5/outlook-blog/keeping-our-outlook-personal-email-users-safe-reinforcing-our/ba-p/4164184 https://support.microsoft.com/en-us/office/modern-authentication-methods-now-needed-to-continue-syncing-outlook-email-in-non-microsoft-email-apps-c5d65390-9676-4763-b41f-d7986499a90d The section below is for archive purpose only. Hotmail/Outlooks started enforcing TLS 1.0 starting from December 2022 It heavy affects old email clients without OAUTH2 support You should still try first following settings with regular password IMAP4: Incoming mail server: imap-mail.outlook.com Incoming port: 993 / SSL SMTP: Outgoing mail server: smtp-mail.outlook.com Outgoing port: 587/STARTTLS Requires login: yes POP3: pop-mail...