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Your challenge, should you choose to accept it, is keep Cuba outside the United States but make Alaska a part of it with a POD no earlier than 1850. You must do this without a successful Southern secession.
OOC: If you want to tell me that this is exactly what happened in OTL, read this and spare my nerves.
OOC again: And please, no "as we all know, water is sandy and the sky is orange in OTL." I hate it when people need to be so unsubtle.