Ehh, Is that a new deal before they pickup the option, or a new deal before he plays on the option?
Option for Hollywood will be next offseason. That's when you pick it up. Me personally... I don't see them signing Hollywood to an extension in the next 12 months. Lamar and Andrews are higher in the pecking order, and then you have somebody like Bozeman also. I think Hollywood is 4th or 5th in the pecking order of offensive players needing contract extensions. Not impossible it happens, but I just don't see it.
Now, him signing an extension before he actually plays on the option, however, is a real possibility. Him signing an extension in the offseason prior to the 2023 season, I think, is a very real possibility. 2023 would be his 5th year option year. I would say that's realistic.
At that point, there's literally only like one defensive player making any real money, and that's Marlon. Everybody else would be cheap or gone.
The next 2-3 years will, in my opinion, be about the Ravens doing a lot of "keeping the band together" on offense. I think they'll lock up Lamar, Bozeman, Hollywood, and Andrews in the next 2-3 years to market-value contracts. And I think they'll spend those same years largely drafting defense, defense, and more defense. It wouldn't surprise me if in the next 2-3 years we draft 10-15 defensive players.