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Reconnect your email sender after a password change

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Written by Victor Fteha

If your email sender in MCA Pilot stops sending after you changed your password, use this guide to restore the connection for Gmail or Microsoft 365 and confirm mail is flowing again.

Gmail or Google Workspace

Changing your Gmail password automatically revokes every Google app password. MCA Pilot was using an app password to send on your behalf, so submissions will fail with errors like Invalid login: Username and Password not accepted or Application-specific password required.

Generate a new app password

  1. Go to Google App Passwords and sign in.

  2. Name the password MCA Pilot and click Create.

  3. Copy the 16-character password without any extra spaces.

App passwords require 2-Step Verification. If it is not enabled, turn it on first at Google 2-Step Verification.

Update the sender in MCA Pilot

  1. In MCA Pilot, click your profile in the top right and select View profile.

  2. Open the Senders tab.

  3. Hover over the broken sender and click Update Password.

  4. Paste the new 16-character app password and click Save.

Test the connection

  1. Still on the Senders tab, hover over the same sender and click Test Connection.

  2. Enter an email address you can check and send the test.

  3. If the sender status shows Verified with a timestamp, the connection is restored.

Microsoft 365 or Outlook

Microsoft 365 senders can disconnect when authentication expires. The recovery path depends on how the sender was originally connected.

Re-authenticate a Microsoft OAuth sender

If your sender was set up with Microsoft OAuth:

  1. In MCA Pilot, click your profile in the top right and select View profile.

  2. Open the Senders tab.

  3. Find the Microsoft sender and click Sign in with Microsoft.

  4. Select the email account and complete the sign-in.

If you use Custom SMTP for Microsoft 365

If your sender uses Custom SMTP and you see a 535 error, the issue is usually that SMTP AUTH is disabled in your tenant settings, not a password change. Follow the steps in Why am I getting an 'Invalid login: 535' error with Microsoft 365? to enable it.

Confirm mail is flowing again

After reconnecting any sender, verify it can send before you resume deal submissions.

  1. On the Senders tab, hover over the sender and click Test Connection.

  2. Enter any email address you own and send the test.

  3. Check the recipient inbox to confirm the email arrived.

  4. Confirm the sender status shows Verified with a timestamp.

If you also use this mailbox to auto-process funder responses, update the IMAP password in the same sender record. You cannot update IMAP without updating SMTP at the same time. See Configure Your IMAP Settings for details.

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