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The most talented player on Tottenham's roster, Bale is a gift along the left sideline and needs to stay where he's strongest. The Welsh standout will create more than enough space for Dempsey by drawing out a lot of attention to himself—something Dempsey never had at Fulham.
Dembele is an attacking midfielder, but against Norwich City new Spurs manager Villas-Boas kept him mainly in the center of the midfield, allowing him the freedom to attack when it was smart to do so. Dembele rewarded his new team with a goal and the discipline to stay in the center of the midfield for all but a few minutes of the half-hour he was on the pitch.
One of the best players America has ever churned out, Dempsey needs to be at the top-center of the midfield, creating chances for Tottenham's lone striker and playing the second forward himself when the opportunity arises.
Gifted at dispossession, Sandro was a rarely used player under former manager Harry Redknapp. But, being surrounded by such an attack-heavy midfield, he'll need to partner with Dembele in the center of the midfield, especially when Dembele decides to go up and support the attack—which he loves to do.
Seemingly never gets tired along the right flank. Like his counterpart Gareth Bale, Lennon is fast enough to warrant some attention from opponents—although, admittedly not as much as Bale—and give Dempsey the extra meter or two of space he'll need to dump it off to a teammate in scoring position.