Using Classic Outlook on Windows for personal email, calendar, and contact management
Hi Bonnie Lipner,
Welcome to the Microsoft Q&A forum.
I understand you are trying to reach a support technician about an Outlook syncing issue, especially since this was resolved before and has now come back.
I also see there is already a Q&A Assist answer above, and the support direction it provides is generally appropriate. Have you had a chance to try those contact steps yet, and did you reach the live support options successfully?
Since this is a user-to-user forum, contributors cannot initiate a phone call or access the account directly. However, if you would like community help troubleshooting, could you share what exactly is not syncing (email, calendar, or contacts), where it fails, and whether you are signing in with an Outlook.com/Hotmail address or a work/school account?
If you would like to contact support directly, live chat is typically the supported real-time channel for personal accounts. Please follow below steps to reach a live agent:
- Visit the Microsoft Support contact page: Contact - Microsoft Support
- In the search bar provided on the page, type "Outlook issue" and press Enter.
- Click on the "Get Help" button that appears.
- Scroll down the page until you see and click on the "Contact Support" option.
- When prompted to select your product or service, choose "Other Products".
- For the category, choose "Outlook".
- Look for and click on "Chat with a support agent in your web browser".
- Confirm your personal email when prompted - this is the email Microsoft will use to communicate with you during and after the support session.
- Explain your situation clearly: Be concise but provide all the relevant details.
I hope this points you to the right support path, and if you share the exact sync symptom, the community can also help narrow it down.