The Ravens drafted Lamar and put him into a position to excel. They built and entire offense around him and called plays that maximized his unique skillset. Lamar to his credit, put in a ton of hard work and won a unanimous MVP for being the most electric player in all of football that season. What Lamar hasn't done is do the same for himself from a business perspective. An agent would have negotiated a deal after year 3 so that he was making $30M+ starting last year and he would be making about the same as what he is this year. Lamar would have ALREADY made $20M-$30M more in his career than he has done thus far. An agent would have had him better sponsorships by now. How did not he not have a $100M shoe deal from Nike or Under Armour following his MVP season? Lamar could have already had way more money than he is fighting for now. Lamar performed well enough on the field to get his money, but there is a reason why players hire agents.
From a contract perspective the Ravens have played their hands perfectly this season, but they screwed up to some extent. They could have given him $35M a year a couple years ago on a 5-year deal and not needed to get anywhere close to guaranteeing 100% of the deal. Then Watson, who Lamar likely feels is not the same caliber of a quarterback as him, with assault allegations swarming, gets the kind of deal that resets the QB market. Lamar as his own agent goes, "If someone will give that deal to THAT guy, they will give it to me". IF, Lamar was a free agent to start this offseason season and there was no draft capital tied to Lamar, a team would have given him a contract in excess of what the Ravens have offered in all likelihood. Lamar has overplayed his hand to this point, but all he has to do now is stay the course and keep betting on himself.
Play this season at $33M and stay healthy. Be in the same position next season and watch as the Ravens do the exact same thing. Except by then Joey B, Herbert and Hurts will likely have signed extensions. Then just wait for a team who prepared for Lamar to be available to make an offer. Or... Lamar can go back to the Ravens and ask for a 3 year, $138M guaranteed (Lamars holding out netted him more money, he gets a fully guaranteed deal and the Ravens get their QB) contract now. Be 29 years old as a true free agent and go test the market without teams having to worry about the Ravens matching an offer or having to give up a pair of first rounders. Lamar has painted himself in a corner where he can't take the 3-year guaranteed deal reported in the media, he can't not get a fully guaranteed deal, he can't hire an agent at this point and he can't use the media to force his way out of Baltimore. Lamar allowed all of those things to happen because he wanted to save the 3% or whatever it is that an agent would have charged him. Lamar needs to stop having beef with the Ravens (if true) and find a deal that makes him look like he got a stronger deal than he should given the limited leverage that he had this offseason. Then.... the guy should hire an agent.