Really dislike giving Jerry Jones an out but a hindsight discussion must include all factors, with one being the general manager actions taken by him before and during drafts. Here's is a summary of two particular drafts in question:
2008 Draft
Surrendered a 3rd (92nd) for Lions 4th (111th) and 2009 4th (101st) and followed up with 4th (111th) for Browns 2009's 3rd (69th). In effect, traded
down with a low 3rd rounder to secure
a marginally higher 3rd round pick in the next draft.
2008 Regular Season
Traded 2009's 1st (20th), 3rd (82nd) and 6th (192nd) to Lions for wide receiver Roy Williams and a 7th (210th)
2009 Draft
Traded down multiple times by surrendering a 2nd (51st) for Bills 3rd (75th) and 4th (110th)
and a 4th (117th) for Buccaneers 4th (120th)
but traded up marginally with a 5th (156th) and 7th (210th) for Falcons 5th (143th)
Compare that wildcatting to the draft that just ended:
Last season
Sent a 2023 6th and 2024 7th to Raiders for Johnathan Hankins
Last month
Sent a 2023 5th to Colts for Stephon Gilmore
Sent a 2023 5th and 2024 6th to Texans for Brandin Cooks
No surrendering of multiple earned Day 1 or Day 2 drafting opportunities.
Player quality will be debated but in terms of pre- and during draft actions, the 2009 and 2023 drafts are almost night and day.
Transaction source links: 2009, 2023