Even though I'm protesting The Voice because they hate Contemporary Reggae/kicked Menlick off, this is still a viable question. My HOT TAKES:
The dude wins. Simple as that.
She's 45 and still somehow a bagillion times hotter than any girl that's ever looked at me. Would love to have her coaching me.
Dude is CONNECTED. Straight up knows EVERYONE in the business.
Dude is married to a fucking Victoria's Secret model. If you get in with him, then you're getting invited to his Christmas parties, which are probably overflowing with tens.