Why doesn't this work w/ FE ?

I have a script, the main game script for a trvia game I'm making, and my only issues with it are:

It doesn't work with FilteringEnabled, no matter how hard I try to make it compatible. It usually keeps the same chosen contestant if I run it with FilteringEnabled off, so this could lead to unfairity.

--Core requirements
local Event = game.ReplicatedStorage.GameEvent
local Questions = game.ServerStorage.Questions
local Status = game.ServerStorage.Status
local Screen = game.Workspace.Screen
local Stage = game.Workspace.Stage
local StageTele = Stage.StageTele

local NormLight = game.Workspace.Light.NormLight
local GreenLight = game.Workspace.Light.GreenLight
local RedLight = game.Workspace.Light.RedLight

local RoundTime = 30

local datastore = game:GetService("DataStoreService"):GetDataStore("Wins")

playerdata = {}

Spawns = game.Workspace.Spawns:GetChildren()

--Table of EnabledTopics.
local Topics = {
	Questions["Language Arts"],
	Questions.Math,
	Questions.History,
	Questions.Science,
	Questions["Nerdy Shows"],
	Questions["Nerdy Games"]
}

--Table of DisabledTopics.
local DisabledTopics = {

}

--Main Game Loop
while true do
wait(5)

while true do
	wait(1)
	Contestants = game.Players:GetPlayers()

	if #Contestants > 0 then
	Guesser = Contestants[math.random(1, #Contestants)]
	
end
if Guesser then
	local GuesserChar = Guesser.Character
	if GuesserChar then
		local GuesserHuman = GuesserChar:FindFirstChild("Humanoid")
		if GuesserHuman and GuesserHuman.Health > 0 then
			Status.Value = 1
			
			CurrentTopic =  Topics[math.random(1, #Topics)]			
			
			PossibleQuestions = CurrentTopic:GetChildren()
			
			wait(5)
			Status.Value = 4
			CurrQuestion = PossibleQuestions[math.random(1, #PossibleQuestions)]
			GuesserChar.Torso.CFrame = CFrame.new(StageTele.Position + Vector3.new(0, 3, 0))
			
			Screen.Screen.SurfaceGui.TextLabel.Text =  CurrQuestion.Value
			
			Event:FireClient(Guesser, "A1", CurrQuestion.One.Value, CurrQuestion.One.Correct.Value)
			Event:FireClient(Guesser, "A2", CurrQuestion.Two.Value, CurrQuestion.Two.Correct.Value)
			Event:FireClient(Guesser, "A3", CurrQuestion.Three.Value, CurrQuestion.Three.Correct.Value)
			Event:FireClient(Guesser, "A4", CurrQuestion.Four.Value, CurrQuestion.Four.Correct.Value)
			
			local localtimer = RoundTime
			while localtimer > 0 do
			wait(1)
			localtimer = localtimer - 1
			Screen.Screen.SurfaceGui.Time.Text = "Time Left in this Round: "..localtimer
			
			SpawnTele = Spawns[math.random(1, #Spawns)]
			
			Event.OnServerEvent:connect(function(player, ...)
				if player == Guesser then
					local tuple = {...}
					if tuple[1] == "Win" then
						Status.Value = 3
						localtimer = -1
						Event:FireClient(Guesser, "Begone")
						NormLight.Enabled = false
						GreenLight.Enabled = true
						RedLight.Enabled = false
						wait(3)
						GuesserChar.Torso.CFrame = CFrame.new(SpawnTele.Position + Vector3.new(0, 3, 0))
					elseif tuple[1] == "Lose" then
						Status.Value = 2
						localtimer = -3
						NormLight.Enabled = false
						GreenLight.Enabled = false
						RedLight.Enabled = true
						Event:FireClient(Guesser, "Begone")
						wait(3)
						GuesserChar.Torso.CFrame = CFrame.new(SpawnTele.Position + Vector3.new(0, 3, 0))
					end
				end
			end)
			if localtimer == 0 then
				Status.Value = 2
				localtimer = -1
				NormLight.Enabled = false
				GreenLight.Enabled = false
				RedLight.Enabled = true
				Event:FireClient(Guesser, "Begone")
				wait(3)
				GuesserChar.Torso.CFrame = CFrame.new(SpawnTele.Position + Vector3.new(0, 3, 0))
			end

			end			
			
			wait(3)
			--Intermission
			Status.Value = 0
			NormLight.Enabled = true
			GreenLight.Enabled = false
			RedLight.Enabled = false
			wait(10)
		end
	end
end
end

end

I am really confused as to why it won't work.