Tottenham need to overturn a two-goal deficit later today, Thursday, as they take on Benfica in Portugal having dropped a 3-1 loss to them at White Hart Lane last week.
One goal from Rodrigo and a brace from Luisao saw the experienced Eagles gain a distinct away goal advantage in the Europa League clash, but playmaking midfielder Christian Eriksen managed to provide the Lilywhites with something to play for at the Estadio da Luz.
Tottenham's midweek examination has gotten that much more problematic, though, as the club are hampered by an injury crisis.
Sherwood, for instance, has no first choice centre back to select as Younes Kaboul is the latest injury doubt after pulling up against Arsenal last weekend. Jan Vertonghen cannot feature due to suspension, while Michael Dawson, Vladimir Chiriches, Paulinho, Emmanuel Adebayor, Moussa Dembele, Etienne Capoue and Kyle Walker are all out.
Danny Rose, meanwhile, had a late fitness test scheduled to assess his availability.
There is the speculation that Sherwood will deploy 'the Beast' in defense, dropping Sandro from his favoured midfield position into an even deeper role, while the club's big summer signing Roberto Soldado may be encouraged to prove his price-tag with a strong performance.
Despite the club's injury woes, the mood in camp remains positive, as is evidenced by these photographs showcasing a number of Spurs stars playing keepy-uppy while Andros Townsend appeared to entertain the unit as a whole with some impromptu jesting.