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Might work. I lost executive platinum and 500k points with American a few years back for violation of their terms of service. Probably worth it 🤷🏼♀️. Report back!
Was part of this: https://www.bloomberg.com/news/articles/2019-12-20/citi-american-air-cancel-trips-seize-points-for-rewards-abuse#xj4y7vzkg
Got stuck in Mexico and had to buy a ticket back on United.
Sneaky idea until they catch you. No doubt such a scheme goes against their terms of service, and if they find out, at a minimum you get banned and points revoked, and at a maximum you get sued or face criminal trouble.
What if I set up an LLC to lease my closet to myself for $20K/month