Script that works only if there's 1 object in a folder, but works even if there's multiple?

This is a lot to explain but I'll try my best, and I will explain further if need be. I'm making a tournament system for a project, and there's a folder in the workspace called "Roster". When the player enters a que for the tourney, it places an int value into the folder, then names the int value what the player is named. After 2 min of waiting, all of those in the que will be teleported to the arena and they can fight. But instead of that happening, when the players load in, after about 10 seconds it just chooses a random one to win and that's it. The intvalue is not deleted from the folder until the player dies, so I'm not sure why it does this. Here is the script:

while true do
	wait()
local Roster = workspace.Roster:GetChildren()
	for i = 1, #Roster do
		if #Roster == 1 then
			wait(130)
			if #Roster == 1 and workspace.Winner.Value == "" and workspace.QueCountdown.Value == 0 then
			workspace.TourneyTime.Value = 20
			workspace.TourneyTime.Countdown.Disabled = false
			workspace.QueCountdown.Value = 2
			workspace.QueCountdown.Countdown.Disabled = false
			local Entry = workspace.Roster:FindFirstChild(Player.Name)
	  		if Entry ~= nil then
			workspace.Winner.Value = Entry.Name
			local Message = Instance.new("Message")
			Message.Parent = workspace
			Message.Text = ""..workspace.Winner.Value.." Has Won the Tourney. Glory to their house!"
			local Rekt = workspace.RemoveMessageScript:Clone()
			Rekt.Parent = Message
			Rekt.Disabled = false
			local Reward = math.random(1,5000)
			if Reward ~= 5000 and Player.Name == workspace.Winner.Value then
				Player.Stats.Money.Value = Player.Stats.Money.Value + 1000
				Player.Character.Humanoid.Health = 0
			elseif Reward == 5000 and Player.Name == workspace.Winner.Value then
				print("WIP")
				Player.Character.Humanoid.Health = 0
					end			
				end
			end
		end
	end
end

here is the script that inserts the intvalues

script.Join.OnServerEvent:Connect(function(Player)
	if workspace.TourneyTime.Value <= 0 then
		Player.NonStats.TourneyValue.Value = 1
		local Pos = math.random(1,5)
		if Pos == 1 then
			Player.Character.HumanoidRootPart.CFrame = workspace.Que1.CFrame
			local Ticket = Instance.new("IntValue")
			Ticket.Name = play.Name
			Ticket.Parent = workspace.Roster
		elseif Pos == 2 then
			Player.Character.HumanoidRootPart.CFrame = workspace.Que2.CFrame
			local Ticket = Instance.new("IntValue")
			Ticket.Name = play.Name
			Ticket.Parent = workspace.Roster
		elseif Pos == 3 then
			Player.Character.HumanoidRootPart.CFrame = workspace.Que3.CFrame
			local Ticket = Instance.new("IntValue")
			Ticket.Name = play.Name
			Ticket.Parent = workspace.Roster
		elseif Pos == 4 then
			Player.Character.HumanoidRootPart.CFrame = workspace.Que4.CFrame
			local Ticket = Instance.new("IntValue")
			Ticket.Name = play.Name
			Ticket.Parent = workspace.Roster
		elseif Pos == 5 then
			Player.Character.HumanoidRootPart.CFrame = workspace.Que5.CFrame
			local Ticket = Instance.new("IntValue")
			Ticket.Name = play.Name
			Ticket.Parent = workspace.Roster
		end
	end
end)

again, Im sorry if it is a lot. I will do my best to explain further if you need me to. Thanks for reading