depends on the time period, if its 1943 and your in france, your pretty boned trying to get out of port. A lot of the time im traveling long distances due to my IXB/IXC/IXD2 fetish. I love to just randomly go to new york and kill the harbor, so I run at 2048 time compression because if I run it at the next highest I lag no matter where I am on the map.
When attacking I will go flank unless there are escorts. If there are escorts I will go flank if I don't think I will be detected. I will usually get within 600 meters and let out my eel to avoid any chance of a miss (assuming there are no escorts.)
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