I think the answer to this question depends on what type of playmaker you're talking about. Broadly speaking, I think there are three different types: (1) the player who sets the tempo for the team and controls the midfield (someone like Xavi), (2) a player who doesn't necessarily set the team's tempo but instead makes the final ball (someone like Laudrup, Messi, Ronaldinho, etc.), and (3) a winger who creates chances by beating his man and/or crossing the ball in (someone like Dragan Dzajic or even David Beckham). Some players have combinations of the above three things. But they typically mostly fall into one of those boxes, because those three roles require being in different parts of the pitch. I think it is a bit hard to compare playmakers of different types. For instance, how can I compare Xavi as a playmaker to a great winger as a playmaker? It is basically apples and oranges. So perhaps it would be helpful to split this up into subgroups. For me, Xavi is the best ever playmaker at the first type of playmaking. The second type has a lot of players that have an argument, with Laudrup, Maradona, and Messi standing out for me off the top of my head. The third type is a bit tougher and I honestly don't know who I think is the best playmaking winger.