That is a good question.
It is not only changes in pressure which kill deep sea creatures rising to the surface.
Changes in water temperature and the amount of oxygen in the water also mean that most giant squid which reach the surface are dead or dying.
However,there are living creatures which can tolerate vast changes in water pressure. I am thinking of seals and especially whales. Especially sperm whales, probably the largest predators existing today and possibly the largest ever existing, who can dive not just hundreds of feet or thousands of feet deep, but sometimes even miles deep. while holding their breath.
So if real surface dwelling mega predators can adapt to diving thousands of feet and sometimes miles deep, theoretically there could POSSIBLY be deep sea dwelling mega predators who have adapted to rarely rise up thousands of feet, or even miles, to the surface to mate, or hunt, or whatever, and can survive the vast changes in pressure, etc.
And they might have caused many sea serpent sightings.
That is very unlikely but theoretically possible.
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