Why Wont My text Show up and do its thing?

local status = game.ReplicatedStorage.Status
local maps = game.ReplicatedStorage.Maps:GetChildren()

while true do
	for i = 1,20 do
		status.Value = "Intermission "..20-i
		wait(1)
	end
	
	local rand = math.random(1, #maps)
	
	local map = maps[rand]:Clone()
	map.Parent = workspace
	
	status.Value = "The Next Challenge   Will Be  "..map.Name
	wait(4)
	local players = game.Players:GetChildren()
	for i = 1,#players do
		if players[i].Character ~= nil then
			local spawnLocation = math.random(1,#workspace.Teleports:GetChildren())
			players[i].Character:MoveTo(workspace.Teleports:GetChildren()[spawnLocation].Position)
			players[i].Character.Parent = workspace.Ingame
			
         end
      end

      local roundLength = 20
	local canWin = true
	local roundType = ""

	if map:FindFirstChild("Obby") then
		roundType = "Obby"
	map.EndPart.Touched:Connect(function(hit)
		if hit.Parent:FindFirstChild("Humanoid") then
			canWin = false
			status.Value = hit.Parent.Name.."Has beaten The Challenge They Will be awarded"
		
		end
		end)
	elseif map:FindFirstChild("Sword") then
		roundType = "Sword"
		local children = workspace.Ingame:GetChildren()
		for i = 1,#children do
			map:FindFirstChildWhichIsA("Tool"):Clone().Parent = children[i]
		end
		
	   map:FindFirstChildWhichIsA("Tool"):Destroy()	
end

  repeat
roundLength = roundLength -1
status.Value = "Time Remaining: "..roundLength
wait (1)
	until roundLength == 0 or canWin == false or #workspace.Ingame:GetChildren() == 0 or (#workspace.Ingame:GetChildren() == 1 and roundType == "Sword")
		
    if workspace.Ingame:GetChildren() == 0 or #workspace.Ingame:GetChildren() == 1 and roundType == "Sword"
status.Value = workspace.Ingame:FindFirstAncestorWhichIsA("Model").Name.."Is The Last Person Standing and won Deadly Challenges"
wait (3)
map:Destroy()

local players = game.Players:GetChildren()
	for i = 1,#players do
		if players[i].Character ~= nil then
			players[i]:LoadCharacter()
			end
		end
	end

Error 23:21:30.705 - ServerScriptService.Main:57: Expected 'then' when parsing if statement, got 'status'