Great write-ups
If Jim wins, I would suggest him to replace Camacho, Finney and David Silva by players who attack the space. Having taken Busquets would have been boring, would probably have picked Pirlo instead of Voronin to make Guardiola who tried to sign the Italian in the real life. I am a big fan of Thiago Motta too another former Barcelona player. Camacho is limited offensively buy you can argue you marry the best of the modern Spanish era with the guy who symbolizes la Furia. Think the alliance of the old-school Spanish styleplay with the modern one may have been another interesting story to tell. I don't know if Finney really like to cut inside. Strangely, David Silva makes your team a typical tiki taka team Pep could hate.
If Boris wins, I would suggest him to replace Mascherano by a pure box-to-box player (see Manchester United in the old days wih Cantona, Kanchelskis, Giggs, Keane and Ince etc.). A well-built 442, a defensive, conservative and aggressive back line. The passings skills of Hierro are great if my memories are good.
I can see Iniesta and Gullit having a great impact.
No clear winner for me in terms of storyline and I tend to underrate players who plays in black and white.