Dutch boss Louis van Gaal has dropped the clearest hint yet that he will take over at Tottenham in the summer, after the World Cup in Brazil.
Time Sherwood is currently in the hotseat at White Hart Lane - however it is looking increasingly likely that he will be ousted at the end of the season.
The former Tottenham midfielder took over from Andre Villas-Boas in December and has enjoyed a degree of success - however the 1-0 defeat against Norwich yesterday has seriously dented the north London side's hopes of a top four finish.
Spurs now sit six points off Liverpool in 5th place, with 11 games of the season remaining.
Van Gaal and Ajax boss Frank de Boer were both approached following the departure of Villas-Boas before Sherwood was handed an 18-month contract - however rumours persist that the Holland manager will take over when he steps down after the World Cup this summer.
The 62-year-old, who has previously taken charge of Barcelona and Bayern Munich, has previously revealed that he would like a job in the Premier League before he retires, and has hinted he would be keen on taking over at Spurs.
Now he appears to have suggested that he will take charge of Tottenham in the summer.
Holland have been drawn in Group A for their Euro 2016 qualifying campaign alongside the likes of Turkey and the Czech Repubic, but Van Gaal is adamant that he won't be in charge for their first game in September against Kazakhstan.
"I will definitely not be in charge for the Euro 2016 qualification campaign. I don't know where I will go next," Van Gaal said.
"Normally I go with my pension and go to live in Portugal, but maybe there will come a new challenge.
"I have said before that a challenge should be a club in the Premier League. That's a challenge."