I like to do this process every so often while acknowledging that current form effects much of my thinking. The process also sometimes involves trying to fit a square peg into a round hole since the formations have morphed over the years.
Keeper: I would take any of Howard, Friedel and Keller (and maybe even Meola) over the talent group we have now.
LB: I remain steadfast that Jedi is the best LB we have ever had. I recognize he is far from Maldini and I have much love for what DMB turned himself into during the second phase of his career but Jedi has been a rock.
RB: This one is really close. Cherundolo was the better two way full back, but Dest is so far ahead of any RB we have ever had offensively that it is not even a discussion on that side of the ball.
CB: With Ream effectively aging out, I feel like we could find many CB's from the past (Dooley, Pope, Demerit, GGG, Bocanegra, Gooch, Cameron etc etc) and they would slot in as well or better than the CB's we have now
DM: This is another close one and it is between two incredibly different styles, between Adams and Papa Reyna. Adams injury history may give the edge to Reyna here.
CM: From our current group, I love Weston. I think he would be a near first choice no matter who was available. There are some from the past would press to start over our current batch: players like Bradley, Papa Reyna (again), Germany Jones, and Holden
Wingers: Pulisic is an instant start from the current batch but I am unsure anyone else from the current generation would be an instant start. Donovan, DMB (the younger version), Ramos (in today's formations Tab would be a winger), and maybe even Stewart would all press the Weah's/Aaronson's for starting roles.
Striker: While not a traditional 9, it would be really hard not to see a prime Dempsey starting over all our current choices.
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so as I stand today, I could make an arguement that I would only start 3 players from our current squad on an all time team. This would quickly rise to 5 if Adams could stay healthy and Dest could be trusted defensively.