Although they face tough opponents in Darwin, the western part of the Scotland Premier Division is filled with former SPFL players, some of whom are well-known in the Teside.
As the game airs on TV, we see the three stars of Brechin City Squad and how you can catch it live.
But while fans know little about the West Indies squad for the Scotland Premier Division, captain Ian Davidson says some of the squad are very familiar.
Just one game away from a possible glamor-tie in the fourth round of the City Cup, but will have to beat East Archie in front of the BBC camera first.
The Daredevils were knocked out in the second round and had the right to face Brechin by eliminating League Two Strainer from the cup.
They have guys against whom I've played at the senior level, which tells you they're going really well.
"There's a lot of talent in the boys' team, like Ian McShane, Jason Marr, Daryl Megat, Andy Sterling, Jordan Kirkpatrick."
Viewers have former Dundee hero Shawn Higgins as part of their management. Although Higgins and Davidson Dennis did not play together, they are still friends.
Despite his confidence, Kirk doesn't know how to underestimate Brechin's third-round opposition.
After defeating Keith's teammate Highland League team Keith and Scottish League Two's Stranger in the previous round, Darvel traveled to Gleb in the dream cup race.
Kirk knows the occasion will be an opportunity for both sides to prove themselves in front of BBC cameras, with the East Ayrshire team hoping to continue their cup run, while Brechin looks set to return to Glebe Park this season.
He said: “Darvel will be a very good direction; All you have to do is look at their squad. They have some really good players with a lot of experience in the league so it will be a tough challenge.
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