Using Classic Outlook on Windows for personal email, calendar, and contact management
Welcome Charles White,
Thanks for reaching out to Microsoft Q&A Forum. I understand that you can't send emails with your Hartcom account in classic Outlook for Windows or on your phone. On your phone, messages stay in the Outbox with the error "Cannot send mail. Connection with the outgoing Hartcom server failed."
To narrow down the issue, could you share:
- Did this start after a recent change, such as a password reset, a new router or modem, or a notice from Hartcom about changes to its email service?
- What exact error message appears in classic Outlook on your desktop, and does the problem still happen on your phone when you switch from Wi-Fi to mobile data?
Please make sure you already tried the Q&A Assist steps. In addition, please try the following:
1, Check the date, time and time zone on both devices
- On Windows, go to Settings > Time & language > Date & time, turn on Set time automatically, then select Sync now.
- On the phone, turn on automatic date and time in the phone's settings.
- If the clock is wrong, the secure connection to the outgoing server can fail.
2, Turn off anything that might filter the connection, then test
- On the desktop, turn off email scanning or the mail shield in your antivirus or security software for a short time, then send a test email.
- On both devices, disconnect any VPN. On iPhone, also turn off iCloud Private Relay or Limit IP Address Tracking for your Wi-Fi network, then try again.
- Turn these protections back on after testing.
3, Update the saved Hartcom password on Windows
- Close Outlook.
- Open Control Panel > User Accounts > Credential Manager > Windows Credentials.
- Remove the saved entries for your Hartcom email address or Hartcom mail server.
- Open Outlook again and enter your current Hartcom password when asked. Select Remember my password.
4, Start classic Outlook in safe mode to rule out add-ins
- Press Windows key + R, type
outlook.exe /safe, then press Enter. - Send a short test email.
- If it sends, go to File > Options > Add-ins, select COM Add-ins, choose Go, clear the add-in checkboxes, then restart Outlook normally.
Looking forward to your update.