Could Dak Prescott and Justin Herbert switch teams? (Getty Images)
The proposal comes as both teams struggle through a disappointing 2026 season, with the Chargers winless at 0-6 and Dallas sitting at 2-4 heading into Week 7. At 28, he is five years younger than the 33-year-old Prescott.
That would be great for football,” Esiason said. Former NFL MVP Boomer Esiason has floated an unlikely quarterback swap that would send Justin Herbert to the Dallas Cowboys and Dak Prescott to the Los Angeles Chargers. Esiason acknowledged that the deal is unlikely, but his suggestion has raised a bigger question: would changing quarterbacks solve either team’s problems, or would it simply shift the pressure to a new player? “Did you see Justin Herbert wearing a Dallas Cowboys uniform? Let’s just fantasize about that for a second. I can see it. I mean, Justin Herbert goes to the Cowboys and Dak Prescott goes to the Chargers. That would be amazing. That would be great for NFL. “So I think that would be a dream scenario for all of us who cover the NFL. I don’t know that would help. And I don’t think Dak is going anywhere. Herbert’s age is one of the clearest differences between the two quarterbacks. That could make Herbert more attractive to a Dallas team thinking about its longer-term future, particularly if it believes a different supporting cast could help him reach another level. The larger issue is whether either team would benefit from the exchange. Herbert has struggled to deliver sustained playoff success, while Prescott has faced years of scrutiny over Dallas’ postseason results. A new uniform might change the conversation, but it would not guarantee better protection, stronger defensive play or a deeper playoff run.