I hate to be a broken record, but I don't know why people expect these stars to sign early when everyone can see how much salaries are going up every year. Unless for some reason they're especially paranoid about injury, I'm not sure who would sign for 35 million a year when they know they can wait a year and get 40, 42, maybe even 45 million. And I don't follow this, but it seems like agents and the market have gotten more sophisticated about buying insurance against injury, so maybe that's not even such an issue anymore.
Now I could see it more on a guy like a Bland or Ferguson who haven't made a fortune on their rookie contracts, but the high picks have plenty of money to wait things out.
I think there's an argument in the case of Lamb, although they could've easily gotten him done almost as soon as Justin Jefferson did his extension last year and instead they waited an extra 2-3 months for...reasons?
In the case of Dak they dragged their feet twice and paid more twice, and I think that's pretty inarguable. They did it the first time, which led to the ridiculous contract that stipulated that there would be no use of a franchise tag, which led to them being forced to pay $5M/year more than the recently signed highest deals last year in Love and Lawrence.
But the real sin of it all is that in general, such as in the case of Lamb and Parsons and now Tyler (which may actually get done), if they had done extensions after year 3 you have more years left on the current contract to prorate numbers and bring down salary. So if you sign an elite guy on a rookie contract after year 3 vs. after year 4, the actual numbers on the extensions might be roughly the same but because you have more years left on the contract after year 3 there's more flexibility to play with the numbers.
And you could argue that maybe our guys just aren't willing to play ball, but when you see elite players all across the league signing deals earlier in their rookie contracts than what our front office does (many guys on the Eagles, Penei Sewell, Patrick Surtain, Ahmad Gardner, etc.), not to mention QB's like Josh Allen and freaking Mahomes himself getting done without waiting until the last year of the deal, you have to figure that it isn't just an issue of our players not being willing to do it.