For some in PR, "free association" means the status quo. In English we call PR a "commonwealth," in Spanish, that's translated as "Estado Libre Asociado." But others want to push PR towards being part of the US's Compact of Free Association--like Palau and Micronesia.
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Finally, there's the question of the Jones Act. Section 27 of the Merchant Marine Act of 1920. If you're Alaskan or Hawaiian, you're also probably familiar with the fuckery it's caused. For Puerto Rico, the stakes are even higher.