"To me transferring wealth is not the issue. This can most likely be done through some sort of managed corporation (for instance, create and well-capitalize a corporation who's sole task to is to support your frozen ass. That is the stated purpose of the corporation within its charter. Assign a bank as director of the corp. etc)."
That would be unlikely to work, IMO. Remember, trusts come from the *facts* of a situation, not merely from documents. A court could look at this scheme, reasonably conclude that it's a trust (someone holding common-law legal title to something with future-you as the beneficiary) and apply the rule against perpetuities. It's not as though people haven't tried for centuries to break that rule and failed.
" Being technically dead, any contract you had has long since ended and is unenforceable."
Which is another reason why the law of trusts would apply, not the law of contracts. But there would still be difficulty in assigning yourself as beneficiary post-death. You could make it a class trust (ie, "For the benefit of persons having this particular DNA ..." or "For the benefit of persons knowing this 16 digit password"), but that would probably get shot down as too general, or perhaps, too obviously specific.
Trusts are hard to game because they spring from equity, and equity is not a rigid system of logic like a computer program. It is specifically flexible and based on judicial discretion to slap down people who try to game the common law.