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The Comrades are enjoying their best-ever run in the competition, and beat National League side Southend United to set up a first-round tie away to Plymouth Parkway.
Plymouth Parkway are in the same league as Berkhamsted, and just two points separate the sides, though Monday night's opponents have played three games fewer.
The tie was selected for television coverage, and will be shown on TNT Sports for viewers in the United Kingdom, with kick-off at 7:30pm GMT on Monday.
A potential home tie against Barnet in the next round would be a much more local game than Monday's, with just 22 miles separating the two clubs.
But ahead of kick-off, the Berkhamsted players are expected to be left in the dark about their potential second-round clash at home.
Speaking to BBC Three Counties ahead of the game, the Comrades' manager, Chris Devane, said he had ordered his players to stay away from the "distraction" of the second-round draw.
"I've told the players they're not allowed anywhere near it [the draw]," he revealed. "Someone could tell me who we get if they want; I'm not really bothered about it.
"It's important the players are focused on what they're there to do, and that's win a football game. There's no point losing focus about who you may play if you do win, if you end up jeopardising the opportunity to win by doing so.
"The players will be nowhere near it. I've told them all, let me deal with all the press, let me deal with the TV interviews. You guys have got a job to do. Let me worry about sweeping the floor, so to speak, so that's what the plan is."