Part being Touched doesn't properly find the Player?

Hello.

I am currently trying to make a Portal only teleport the player if they've met some conditions. This does work, however, the part won't actually detect the player unless you step on the part multiple times. I'm not sure what's causing this, and it's very confusing.

My Script:

local Players = game:GetService("Players")
local Portal = workspace["Portal of Life1"]

local Died = false
local Debounce = false

local ReplicatedStorage = game:GetService("ReplicatedStorage")
local Remote = ReplicatedStorage.FadeRemote

Players.PlayerAdded:Connect(function(Player)
	print("Player added")
	Player.CharacterAdded:Connect(function(Character)
		print("Character added")
		local Humanoid = Character:WaitForChild("Humanoid")
		Humanoid.Died:Connect(function()
			print("Player died")
			Died = true
		end)
	end)
end)

Portal.Core.Touched:Connect(function(ObjectCollided)
	if not (Debounce) then
		Debounce = true
		local PlayerHumanoid = ObjectCollided.Parent:FindFirstChildWhichIsA("Humanoid")
		local Player = Players:GetPlayerFromCharacter(ObjectCollided.Parent)
		if (Died and Player) then
			print("Passed step")
				ObjectCollided.Parent.Humanoid.WalkSpeed = 0
				print("Yes")
				ObjectCollided.Parent.IsTeleporting.Value = true
				Remote:FireClient(Player)
				wait(14)
				ObjectCollided.Parent.HumanoidRootPart.CFrame = CFrame.new(-566.43, -97.266, 202.748)
				wait(1)
				ObjectCollided.Parent.IsTeleporting.Value = false
		end
		wait(1)
		Debounce = false
	end
end)

I'm not sure why this happens and would like some help. Thanks!