Rite Aid gift cards deals are based on the total spending. If there is a deal like "buy $25 gift card, get $5 up reward", you can buy 1 x $50 gift card instead of 2 x $25 gift cards and get the same reward amount of $10.

For the Vanilla deals, they used to be "spend $45, get $5 up reward", so $500 would count as 2 deals.

The problem is that we don't know if this still works or not.

Someone should test a $50 GameStop gift card. You should get 2 deals. If you don't need GameStop, you can convert it into Amazon, Shell or BP gas, etc., at GameStop.