A 2025 trade brought Joe Milton from New England to Dallas. He spent last season as a Cowboys reserve, then was waived during the final August cuts. After clearing waivers, he returned to the Dallas practice squad, allowing the club to keep him nearby without using an active-roster place.
Joe Milton’s Dallas chapter ended Friday with a transaction that says more about roster security than quarterback drama. Philadelphia signed Milton from the Cowboys’ practice squad, giving the former sixth-round pick an active-roster opportunity while leaving Dallas’ established order untouched: Dak Prescott starts, and Sam Howell remains the immediate backup.
The earlier decisions make Friday’s departure easier to understand. Milton’s departure removes a layer of insurance from the organization, but it does not reopen a competition Dallas already settled. The interesting question is how much risk the Cowboys accepted by keeping Milton outside the 53-man roster.
Philadelphia must retain Milton on its active roster for at least three games. That is a real opportunity, considerably more secure than a practice-squad assignment, but it is not a promise of playing time. Tanner McKee is initially positioned as the Eagles’ starter with Jalen Hurts out indefinitely, while rookie Cole Payton also remains in the quarterback group.
Milton has gained access to a better platform, not a guaranteed rung on top of it.
That arrangement made sense until another team found a reason to value the roster spot more highly. Philadelphia had a more immediate need for quarterback depth, and Milton became available because Dallas had classified him as expendable enough to expose to the waiver process and then vulnerable enough to leave on the practice squad. The Cowboys did not lose their quarterback plan Friday.
They lost one of the pieces around it.
This is where the move deserves more attention than the possible October storyline. Dallas and Philadelphia meet Monday night in Week 7 on Oct. 26. Milton could be involved in that matchup, but the meeting itself does not establish that he will play, start or even dress. A future opponent’s active-roster quarterback is a roster fact; a revenge plot is a guess.
The Cowboys’ own hierarchy remains straightforward. Prescott is the starter. Howell is the selected backup.



