Aston Villa take on Chelsea in their next fixture.
The Claret and Blues are set to visit the London club in two Saturdays' time, and they go into the game as the underdogs to get a victory.
However, with Chelsea already having lost to Crystal Palace and Southampton in-front of their own fans, Sherwood is plotting an upset of his own.
“I like to try to win enough games rather than going out there not to be beat because I’ve done that a few times and you end up getting beat anyway,” said Sherwood, quoted by the Birmingham Mail.
“I’d rather go to win but I need to find a team out of the squad who can go to places like Stamford Bridge and not be scared and are willing to put up a fight and be brave on the football.
“I’m learning all the time about them. They train hard, they’re all good lads. I need some men to come out of the woodwork.”
Villa have not won in the Premier League since the very first day of the season when they beat Bournemouth, so a win over Chelsea would be vital.
Sherwood's men are already four points off safety, and another defeat could leave them in danger of being cut adrift in the relegation zone.
It has been a worrying start for Villa, but a trip to Stamford Bridge isn't the daunting prospect that it once was, and now could be the right time to play Chelsea.
The Blues have looked out of sorts over the campaign so far, and have a lot to work on over the international break if they are to get back on track.