Loop Not Running on Second Attempt. What's Wrong?

I'm trying to make a tower defense game, and I'm trying create a character placing system. When I run it once, it works fine, but on the second time, it doesn't run at all and just stops around line 17.

What am I doing wrong?

local players = game:GetService("Players")
local plr = players.LocalPlayer
local mouse = plr:GetMouse()

local mouseDown = false

local uis = game:GetService("UserInputService")

script.Parent.MouseButton1Click:Connect(function()
	if script.Parent.Parent.Parent.Parent:WaitForChild("Money").Value > 199 then
		script.Parent.Parent.Parent.Enabled = false
		
		script.Parent.Parent.Parent.Parent:WaitForChild("Money").Value = script.Parent.Parent.Parent.Parent:WaitForChild("Money").Value - 200

		local character = game.ReplicatedStorage.Characters.Character:Clone()

		character.Parent = workspace

		repeat wait()
			local camera = workspace.CurrentCamera

			local params = RaycastParams.new()
			params.FilterDescendantsInstances = {plr.Character, character}
			params.FilterType = Enum.RaycastFilterType.Blacklist

			local function rayResult(x, y)
				local unitRay = mouse.UnitRay

				return workspace:Raycast(unitRay.Origin, unitRay.Direction * 500, params)
			end

			local mousePos = uis:GetMouseLocation()

			if rayResult(mousePos.X, mousePos.Y) then
				character:SetPrimaryPartCFrame(CFrame.new(rayResult(mousePos.X, mousePos.Y).Position) * CFrame.Angles(math.rad(0), math.rad(0), math.rad(90)))
			end
			
			print("Running")
			
			if mouse.Target then
				print("Target")
				
				if mouse.Target.Name == "Placeable" then					
					character.Body.Body.Color = ColorSequence.new(Color3.fromRGB(0, 255, 0))
					character.PrimaryPart.Color = Color3.fromRGB(0, 255, 0)
				else
					character.Body.Body.Color = ColorSequence.new(Color3.fromRGB(255, 0, 0))
					character.PrimaryPart.Color = Color3.fromRGB(255, 0, 0)
				end
			else
				character.Body.Body.Color = ColorSequence.new(Color3.fromRGB(255, 0, 0))
				character.PrimaryPart.Color = Color3.fromRGB(255, 0, 0)
			end
		until mouseDown == true

		local camera = workspace.CurrentCamera

		local params = RaycastParams.new()
		params.FilterDescendantsInstances = {plr.Character, character}
		params.FilterType = Enum.RaycastFilterType.Blacklist

		local function rayResult(x, y)
			local unitRay = mouse.UnitRay

			return workspace:Raycast(unitRay.Origin, unitRay.Direction * 500, params)
		end

		local mousePos = uis:GetMouseLocation()
		
		if character.PrimaryPart.Color == Color3.fromRGB(0, 255, 0) then
			if rayResult(mousePos.X, mousePos.Y) then
				game.ReplicatedStorage.PlaceCharacter:FireServer("Character", CFrame.new(rayResult(mousePos.X, mousePos.Y).Position) * CFrame.Angles(math.rad(0), math.rad(0), math.rad(90)))
			end

			script.Parent.Parent.Parent.Enabled = true
		end
		
		character:Destroy()
	end
end)

mouse.Button1Down:Connect(function()
	mouseDown = true
end)

mouse.Button1Up:Connect(function()
	mouseDown = false
end)