What I have done with some success is, after initial attack, pull back and shadow the convoy until they "settle down". While they are zig-zagging, they lose some speed so it can be a little easier to leap ahead. Once I get ahead of the convoy again, I attack from the opposite side, if able. This gives me time to rearm.
The most success I have had with this is at night time and with relatively calm seas. The only problem is getting away from the escorts in a timely fashion if they have a good crew that can run ASW.
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I can't tell if I have found a rope or lost my horse.
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