Highland League Champions Brora Rangers will have new signings Adam Porritt and James MacKay in their line up when they welcome League One Stenhousemuir to Dudgeon Park.
Brora boss David Kirkwood, who managed Wick Academy against Raith Rovers in this competition two years ago, said: "If you want to do anything in cup competitions then you have to beat good teams and that is what we have to do with Stenhousemuir.
"We have home advantage and that increases our chances of a shock. We have competed well against senior sides in the past and I am sure we will compete in this tie also."
Stenhousemuir will be without goalkeeper Chris Smith due to a leg injury.
Manager Scott Booth has told his men that their character will be tested in the Highlands.
Booth explained: "It is a really tough way to start the season with a nine-hour round trip followed by a game against a well organised and experienced side. I watched them against Rangers recently and, whilst it was only a friendly, they did really well in it.
"Brora will be out to grab a win and show that they are more than equal to senior sides so we face a real test of character to win through."