Hi James Saindon
I understand why this feels confusing, when you expect to see your contact list and nothing appears.
Have you already tried Q&A Assist suggestions? In addition, could you please clarify the following:
- When you click the “People” icon (the two-person silhouette) on the left-side navigation bar in Outlook.com, do your contacts appear there correctly?
- As mentioned by the Q&A Assist, if you type just one or two letters into the "Search" box that appears after clicking "To", does the list stay blank, or do names finally start to appear?
- Are you using a personal Microsoft account (ending in @outlook.com, @hotmail.com, @msn.com), or is this an account provided by a work or school organization?
In the meantime, please try these steps:
1, Verify the "All Contacts" View
After clicking the “To” button, a window pops up. On the left side of that window, ensure that “All Contacts” or “Your Contacts” is selected.
Sometimes it defaults to a specific "Group" that might be empty.
2, Clear Browser cache (for Web access)
Since you mentioned this happens in browsers too, temporary data might be blocking the pop-up list.
Press Ctrl + Shift + Delete in your browser and clear "Cached images and files," then restart the browser.
3, Test in Private/Incognito Mode
Open an InPrivate (Edge) or Incognito (Chrome) window and log in to Outlook.com. If the list appears there, a browser extension is likely interfering with the Outlook interface.
Please feel free to let me know how it goes. Thank you so much for your understanding.
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