Daniel Levy and his fellow Directors welcomed two members from the Tottenham Hotspur Supporters' Trust into the Director's Box for Sunday's thrilling 3-2 victory over West Ham.
Stephen Pollard and Matthew Watts were drawn at random from the Trust members who completed a survey of Trust members designed to gauge feelings of supporters on recent topical issues.
Their prize included being treated to lunch in the boardroom before the game, seats in the Director's Box for the match and post match drinks.
Speaking afterwards, Stephen Pollard said: "The day was stunning. The club were incredibly hospitable, going out of their way to make sure both Matthew and myself were enjoying ourselves.
"David Buchler and Daniel Levy treated us as if we had every right to be in the Boardroom."
He continued: "For me, the icing on the cake was chatting to Bill Nicholson, next to whom I sat for the entire match. It was totally thrilling."
For more information on the Trust, please visit www.tottenhamtrust.com