First, the obvious is that Gruden loves a smart and savvy veteran quarterback. Current Raiders QB Derek Carr could very well be on the way out the door, and despite the idea Las Vegas might draft a rookie signal-caller for the future, 2020 is a critical season for the Silver and Black. Meaning that an excited fan base in Sin City might not be ready to bare the growing pains the 12th pick in the first round might offer.
This is where a quarterback like Dalton shines and makes a ton of sense. Las Vegas also has two picks (12th and 19th) in the first round of the draft, and will likely select a wide receiver and a defensive player. If they add a wide receiver, especially in a draft rich with pass catchers, Las Vegas quickly becomes the second-best team in the AFC West behind only the Super Bowl Champions Kansas City Chiefs.
In Dalton, Gruden and the Raiders can cross the quarterback position off of the “need” list and focus on positions that move Las Vegas to contender. For the Silver and Black, If it’s not Brady, Andy Dalton is the second-best choice.