Restructure= future problems.
Yes and no. It only really has bit the Cowboys when said player has retired abruptly/or got beat out soon after the restructure.
Cowboys restructured Frederick and then he retired the following year. His deal was still a good deal for us in the short and long term. Unfortunately, his GBS made him want to retire.
Romo was another guy they had set restructures in his deal and they honestly believed he was going to be the QB for a long time. His body had other plans and well a guy named Dak was drafted. He gets cut, shortly after restructuring and boom dead cap. However, if he was still the starter, his cap hits were fine even post restructuring.
With how much the cap jumped up per year, pre-covid, the restructured cap hits were still in line with the going rates of those players/their talent.
And with the new TV deal in 2022 set to explode the cap even higher*, the backloading from recent restructuring isn't going to hurt, as long as the player is still playing well.
Tyron Smith has restructured his deal countless times. Even with all the restructuring, his cap hit moving forward is way under the going rate of LTs with his talent. With guys creeping up to the 20mil mark, his deal next year is at 14.6mil. Of course it stings when he can't stay healthy. But in the past it would be 2-3 games at most. Not an entire year. He was another guy they just restructured this year and his cap hit dropped to 6mil(for more rollover cap). Even with that, his dead cap next year is reasonable even if he decided to retire out of the blue.