TwoDeep3
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I'm old enough to remember when the Cowboys still spent big and ended up getting nowhere too. They paid big dollars in the past for guys like Rocket Ismail, La'Roi Glover, Anthony Henry, Marco Rivera, Terrell Owens, Brandon Carr, Greg Hardy, etc. By 2016 they started over-relying on the draft and went dumpster diving in free agency instead.
Then you remember Dallas brought in Joey Galloway and had Rocket Ismail because Jerry tried to supports the WR corps after Irvin went down. Then Galloway wrecks his knee and later that year Ismail also wrecked his knee. Aikman ended his career in April 2001 before the season began, that left Quincy Carter as the QB. Ismail played three seasons for Dallas. One ending in injury. His production was limited by the QB under center and the fact he was a complimentary WR and not the #1 WR, which he was thrown into when Galloway went down. Circumstance had as much to do with his production than anything else, I believe.
Hardy played one game for Carolina the year before Dallas brought him in. He had chronic knee injuries and fought that for a while with the Panthers. Jerry was trying to put the guy who had 15 sacks two years before on the field, but Hardy was past his prime. He played one year with Dallas and then retired. Or had a domestic abuse issue which retired him.
Glover was a stud. Glover anchored that defensive front.
Henry had 12 picks in four years. His best year was 2007 where he had 6 with a pick six and 81 total yards for returns. He was serviceable, but I would hardly suggest he was a top flight player. Maybe in Jerry's eyes. But then Jerry paid a fortune for Roy Williams of the Lions. So, there's that.
Rivera played two years in Dallas after being in GB for 8. He had 16 penalties in those two years, but did start 30 games during that time. Not certain he was a reach for the star player, but more a reputation of his heyday in GB. Jerry loves those reclamation projects. If they pan out he looks like a "real football guy."
TO produced here. He was a head case, but he delivered.
I understand your point, but in the history of this team under Jones' leadership, I don't see any time when they actually went balls to the wall and got themselves a guy who wasn't on the back end of his career. The miss I hold up as the ultimate tragedy was Julius Peppers. That guy went to his second team and put up even better numbers than his first.
All I can think of is when Jerry goes shopping is that Indiana Jones (no relation) film where the spare guy was picking out the real Holy Grail to drink from. It was not the Grail. The Grail Knight said:
"He chose..............poorly."