The Jeff situation is trickier but I still think Vince sees more value in Jeff (if not by much) than he does in Matt due to the former always having been more over than the latter (likely due to Jeff's unique look and higher levels of charisma).
The above said, my overall point stands. AEW isn't going to sign away anyone Vince thinks might actually benefit them. They aren't snagging a Brock or a Cena-level talent anytime soon (Vince learned that lesson from his battle with WCW). Vince will throw any amount of money he has to at those talents to keep that from happening.