Will can go for guaranteed AEW money, or much higher upside WWE money. AEW will make "EY BRUV, BOBS UR UNCLE" retard merch, WWE shirts won't be embarrassing to wear in public and will actually sell. WWE has much better visibility for YouTube/Twitch, better chance of being on ESPN/Game Shows/Commercials/In movies/etc. If (when) Will sawdusts himself, WWE will find a use for him. We see what AEW does with injured guys - they're off TV completely, no commentary, no appearances, nothing.
Will paired with someone like Grayson Waller (Commonwealth) would be dimes incarnate. In AEW, he'll be slotted behind MJF, Hangman, Omega and the usual coterie - stuck curtain-jerking against Pockets for the Shazam2 title.
