Keeps prompting to choose profile

The issue might be due to some corruption in the profiles registry key. Try to delete the profiles key for outlook and then try creating new profile and configure the email account in it to resolve the issue.

Note: Deleting the 'Profiles' registry key will remove all your profiles created in outlook. Make sure you have the backup of the email account to reconfigure it in the new profile.

To delete the profiles registry key follow the steps below:

Disclaimer: If you use Registry Editor incorrectly, you may cause serious problems that may require you to reinstall your operating system. Microsoft cannot guarantee that you can solve problems that result from using Registry Editor incorrectly. Use Registry Editor at your own risk

Visit the link below for more information on registry back-up:

http://windows.microsoft.com/en-us/windows7/Back-up-the-registry

1.    Click ‘Start’ > type ‘Run’ (without quotes) in the ‘Search programs and files’ box above start and hit enter key.

2.    In the open run window type ‘regedit’ (without quotes) and click ‘Ok’.

3.    Now in the registry editor window navigate to the following location and delete the ‘Profiles’ folder:

HKEY_CURRENT_USER\Software\Microsoft\Windows NT\CurrentVersion\Windows Messaging Subsystem\Profiles