Think of your mail host as A. The bosses existing Outlook uses POP3, call it B. If you use IMAP on the iPad we'll call that C.
B can delete from A as soon as deleted, which I think is common. Or, the parameters in B can be set not to delete from A for "n" days, which is how you have wisely set it.
If you delete from B, it doesn't actually delete. It moves it to the Deleted
folder. That again can be emptied in different ways, as I expect you know, but if something in that deleted
folder is "deleted" from there, it is deleted from A whether or not the expiry time has been reached.
C never deletes from A on the grounds of a time limit expiring, but similarly to B it deletes from A when the item is finally deleted from C.
Only two nasties that spring to mind. If something is first downloaded (i.e. copied) to C, then completely deleted from C before being downloaded to B, it never gets to B. So can be lost. And when something is deleted from A by B, the next refresh or reread of C doesn't see it either.
Whereas if C could use POP3, then once something is downloaded a deletion on B or C, although it may delete it on A, does not affect the other downloaded version.
That gives you a number of permutations regarding the prevention of the loss of important emails. Each of us may desire a different permutation and it is hard to advise.
I'm not sure how clear that is, but it may help. The subject is a little complex. Sometimes I feel my move completely to IMAP on all clients was wise, other times I curse it.
With 2 x IMAP it is easier and more convenient to control A from either device, but the change on A is reflected to the other device which can be a mini-disaster. With 2 x POP3 it can be clunky to maintain but is safer. With 1 x POP2 and 1 x IMAP I used to get confused, as on POP3 I used to have it set to check every 10 minutes.
I'm not sure the best option isn't to use webmail to access A from the iPad.
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