modzs
Contributor
The fact that you're coming to SB to ask about the planning of the dive, should be all the answer you need -- DON'T DO IT.
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(see also:why I have only summited Mt Washington twice in forty winter attempts)
In some countries its prohibited, Your insurance can be void.!
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You are either desperately perseverent or you need some counseling on figuring out when to quit trying! (I have one winter attempt and one summit via Hellman's Highway)
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it took me 28 years of trying before I won a motorcycle roadrace. (Experience helps you choose the "right"class!)