Gary McAllister believes Scotland are good enough to cause an upset by defeating England next month.
The former Leeds United, Leicester City and Liverpool midfielder hopes that Gordon Strachan's men head to Wembley on August 14 with the amount of confidence required to knock off their old enemies.
"We can go there with a swagger," McAllister said.
"In a big arena like Wembley, you need people to be able to stand up and be counted and look to get themselves on the ball.
"I think that's what we've got. I think we've got people who are comfortable in possession.
"Our game is going to revolve around a possession game so the more people we've got on that pitch looking for the ball and looking to get touches the better.
"I think we are equipped to do that. We have got people who are comfortable in possession with the ball and that's what you need in big arenas.
"I don't think there will ever be a day when we are not underdogs against England, purely because of the numbers.
"We've only got £5million people compared to £50million or £60million. But that stat hasn't stood up in the past.
"Any time these countries meet, we've got a fighting chance. The last game we played there, we won."