Webster definitely makes a good point on going deep. The farthest I have come in the campaign is about early 1941.
The destroyers aren't so bright at that time. But with IRAI and OHII I think that 1943 proves much more of a challenge. Definitely requires going deep until the destroyer passes overhead, not raising your periscope for more than a few seconds, tailing a convoy at 12 km or so.
The great thing about the modded game is that at first you only come across single ships. Then it's convoys but with inexperienced escorts.
The point I am trying to make is that the game allows you to build up experience and it really pays off to learn and practice a trick or two.
That's why even if I am getting ready to fire at a single merchant I am still in silent running and I try not to have my periscope out for long. Because it's practice for the not so friendly future