Downgrade and wait a few days.
I guess he won't be applying for the Chase freedom for another while as he won't be eligible for the bonus.
I guess the freedoms are for beginners, meaning the beginners when opening cards should get the bonuses from both Chase freedom unlimited and Chase freedom regular that way when they move on to bigger and better stuff the sapphire reserve and preferred as well as the Chase ink (yes Ink doesn't downgrade to freedom)they won't have to worry about when downgrading it to the freedom that they're going to lose the sign up bonus.
Also I don't think you could get both freedoms while you have one open you could only have one product at a time is that correct?
I would assume if you have a Chase freedom card which you got from downgrading another card, you would be eligible to sign up for the Chase freedom unlimited as you never had that before? Or would you not be eligible for freedom card to sign up for as you already have a freedom card and they won't allow you to have two of the same products at the same time?