If I have just hired a new HC that has hired some very experienced coaches. I would have them list the most important players for them in order and then we would all meet to discuss every player that is up and what the options are. These guys have been around, they've seen a lot of film and I've just given myself a bunch of new minds to pick.
However, I would be leaning toward a tag for Prescott since this will be his first year in a variation of the WCO and that calls for consistent accuracy. And there's little difference in tagging or signing for the 2020 cap. The fear of him holding out is unreal, he can't do that, he's the QB and he's dependent on endorsements. No QB1 has ever held out, with or without endorsements, but this guy is heavy in them and what do you think a bunch of Cowboys fans are going to do with the companies he's endorsing? They'd drop him like a bad habit and no team would want a selfish player that would affect his entire team's preparation for the season, especially with a new coaching staff. That's why QB's don't hold out.
The OC and WRC would have to sell me hard on paying Cooper, the team's latter day Houdini, he disappears too often.
I would be most interested in my new DC and SC's views on this secondary, particularly Byron Jones.
One thing to keep in mind, all of our player evaluations are based on the past coaching staff which most felt were underutilizing the talent. I would really want a hard read from these new coaches, that have just put their butts on the line, about starters up for a new deal.