Hi Mark Trichet,
Thank you for reaching out to Microsoft Q&A forum.
Please note that our forum is a public platform, and we will modify your question to hide your personal information in the description. Kindly ensure that you hide any personal or organizational information the next time you post an error or other details to protect personal data.
To help me quickly troubleshoot the email sending incident, could you please provide the following information:
- The Windows version you are using (for example: Windows 7, Windows 10, or Windows 11).
- The SMTP port and encryption method you have tried:
- 465 / SSL
- or 587 / STARTTLS
- The most recent SMTP response message displayed in Outlook when attempting to send an email (you may copy and paste the full message via private message).
Additionally, if convenient, please let me know:
- Whether you are able to send emails successfully when signing in via your email provider’s Webmail.
Once I have this information, I will review it and get back to you with the next steps as soon as possible.