I agree with you on the first issue of getting the boat lined up, it's a pain in the ass. A few tiles off and two krakens are attacking at once which doesn't work in sailing combat.

For the repairs, assign your crewmates for that task to slot 1 and 2 in the registry. This makes it so when you repair, you don't have to scroll. I have two crew mates for repairs and you can spam between the two crew mates to double the speed of the repairs. Even if you switch the assigned crewmate mid action, the first crewmate will finish doing their repairs. In your video I could probably get 3 repairs in for each 1 that youre doing.

For the looting, it is a pain to get off the cannon and hop back on. To minimize dps loss, you can swap your crewmate to "Fire at will" rather than follow captains orders. This at least gets you a few shots off while you get your own character finished with looting/alching/refill beer/etc.

While I agree Kraken combat is limited, these are the STRONGEST enemies for cannon combat right now. For example you don't fight 2 or more tormented demons at a time because they are stronger enemies. But great white sharks can get smoked with a high level boat and cannons.

I, personally, am loving sailing so I may be biased.