Hopefully never, because the last thing AEW needs is a homophobic redneck liability like Jay Briscoe.
Oh, but "they're good at the rasslin'," so all will be forgiven.
To me, signing older indie acts is something that should be done sparingly - and there are already enough others on the roster who fill that quota (SCU, etc.). The only older indie types who should be brought in at this point are the ones who can move the needle and generate positive publicity and buzz, and that ain't these guys.
AEW has the right idea going after youngsters like Jungle Boy, MJF, and other "blue chipper" types who seem new and fresh, don't have baggage, and can be built up as homegrown AEW stars.