Maybe. Financially a WWE legends deal would be more lucrative than AEW. But I also think there's a good chance anyone involved with AEW will be blackballed by WWE.
Most likely scenario is that DDP is still under a WWE legends deal, but won't have any merch for the remainder of the deal. That could be months or years, since the contracts are usually 5-6 year deals. From there, who knows what happens.