The 44-year-old was appointed as Spurs' new manager on an 18-month contract on Monday following the departure of Andre Villas-Boas.
Sherwood, though, failed to celebrate his new role in style as the London outfit were held to a 1-1 draw by West Bromwich Albion at White Hart Lane on Boxing Day.
The result has left Tottenham eight points behind leaders Arsenal in eighth place in the Premier League, but Sherwood insists that they are not destined for failure.
"It's a gamble because I've never done it before," he said. "But there are a lot of good managers who had never done it before and become a success.
"I was never a professional footballer until I stepped on to the field."
"The fans will be disappointed, obviously. I understand that. We are at home and with respect, against West Brom you should be winning.
"It's a game we should have won. We should have played better and we are capable of playing better.
"I thought we could be a bit more adventurous around the penalty box and show a little more guile."