I also moved from Exchange on SBS 2003 to Office 365 with Outlook 2016.
I had archived my emails so it was easy to open the data file from the new version of outlook, however i recently noticed that i'm missing a big part of my emails of a certain period.
For example, i do have all my emails from 2014 and back but missing all of them between 2014 untill i made the transition to Office 365. I found those emails in my old ost file and managed to open them somehow with a 3rd party app, however i would like to know whether it is possible to open them and keep them in Outlook. Is that possible?
Do i have to setup again my old SBS2003 account so that OST is opened and then move emails from one folder to the other or is there some other way?
Also, since old SBS2003 account's email and the one i'm using now with Office 265 is the same email address, isn't there a chance to have a conflict if i try to setup my old account?
Replies are appreciated!