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I’m sure someone would sell you points. Why don’t you just purchase him an upgrade?
I have gotten free AA systemwide upgrades on here (and I’ve given them away before). The key is to be looking just before they’re about to expire
Rising Star
Using PlusPoints on domestic flights is just a waste unless it's ps. Just use miles to upgrade or look for the upgrade offer in the app
Rising Star
If it's non-stop SF/LA to NY then it's a ps/premium transcon flight. If it's on any wide body (or 752) with lie-flat seats then yes i think it's worth it
Rising Star
Next set of PlusPoints doesn't expire until 12/31 so come back in December for a better chance