Sweepstake

Program.cs

void Main()
{
	var teams = File.ReadAllLines(@"C:\users\chris.blyth\Desktop\Teams.txt").ToList();
	var people = File.ReadAllLines(@"C:\users\chris.blyth\Desktop\People.txt").ToList();

	if (teams.Count > people.Count)
	{
		var missingPeople = teams.Count - people.Count;
		for (int i = 0; i < missingPeople; i++)
		{
			people.Add($"Extra {i + 1}");
		}
	}

	var random = new Random();
	var max = teams.Count;
	for (int i = 0; i < max; i++)
	{
		var nextRandomTeam = random.Next(0, teams.Count);
		var team = teams[nextRandomTeam];
		var nextRandomPerson = random.Next(0, people.Count);
		var person = people[nextRandomPerson];
		Console.WriteLine($"{person} - {team}");
		teams.RemoveAt(nextRandomTeam);
		people.RemoveAt(nextRandomPerson);
		Thread.Sleep(1000);
	}
}