West Ham United U18s manager Steve Potts says his players must take their opportunity in the FA Youth Cup when they face Southampton at St Mary's Stadium on Tuesday.
The Hammers last won the historic tournament in 1999 when a team including Michael Carrick and Joe Cole beat Coventry City 9-0 over two legs.
Tuesday's match will be broadcast live on our YouTube channel so tune in from 7pm!
Speaking ahead of the cup tie, Potts said: "We're hoping for a good run. It's a great tournament and a great cup for the boys to play in.
"To play at St Mary's Stadium, hopefully in front of a crowd will be a good experience. If they can handle that sort of situation that's great because they need to get used to playing like that every Saturday or Sunday."
For Potts, who played in the tournament as a youngster, there is an element of unfinished business about Tuesday's fixture.
"It was a cup I was desperate to do well in. I played in a good side alongside players such as Paul Ince and Kevin Keen among others. I felt we had a real good chance. We went to Swindon away and somehow we lost, we got beat convincingly. Everything went wrong that night."
The Hammers go into the match buoyed by their 4-2 victory over West Bromwich Albion last weekend, which saw Potts' side climb to fourth in the U18 Premier League South table.
"Overall I was very pleased. After a sloppy start we let in a goal from a corner but we gradually got going in the first half.
"In the second half we played some really good stuff. We got one and I thought we'd go on from there but we let another one in with about ten minutes to go. Thankfully we began to put the ball in the back of the net with three in the last few minutes. I was pleased with how we played."
The Hammers have already played the Saints once this season, coming back from a 2-0 deficit to win 3-2 after goals from Jahmal Hector-Ingram, Jordan Brown and Kieran Bailey.
"That's a side of our game that we really need to improve on. We can't keep going behind and expecting to win football matches.
"Southampton are a good team and a good club. So it's a real tough draw for us, away from home. You couldn't get much tougher in the competition, I think it's a plum draw so it's a real good test for us.
"The occasion is a test in itself. It's up to players to say yeah I'm ready for this sort of game. It's not so much the technical ability but how handle the occasion as well."
The West Ham United U18s play Southampton at St. Mary's Stadium on Tuesday 9 December, kick off is at 7pm.