Hi,
OST file is a local copy of your email messages, calendar, and other items that are on the Exchange server, it is always synchronized with the items on the server. So, the first thing we need to check is to login to OWA and check if you can see older
emails from there.
If you can't see the old email from OWA, it means the emails are removed from the server. In this case, you'll need to contact your Exchange admin to see if your old emails are archived. We can also check if you have enabled AutoArchive feature in your Outlook,
which may move your emails from your OST file to a local PST file. See:
https://support.microsoft.com/kb/830119?wa=wsignin1.0
If you can see the old emails from OWA, your OST file may be corrupt. We can exit Outlook, find the .OST file and rename it to .old, and then restart Outlook to let it sync a new one. By default, the OST file are save in:
drive:\Users\%username%\AppData\Local\Microsoft\Outlook
Please let me know the result.
Regards,
Steve Fan
TechNet Community Support