How do I convert a Player Table value into a Define?

Sorry for bad title, but I don't really know how to explain it. I have a lobby / game system here, where whenever 1 player remains, they win. But I want to reward the player with +100 Cash on every win.

for _, player in pairs(game.Players:GetChildren()) do	--//Player Table
				
				if player.Team.Name == 'Players' then
					
					.insert(playing, player.Name)
					table
				end
			end
			
			if #playing == 0 then			--//# of Players Left.
				Status.Value = ' Everyone has died.'
				wait(3)
				break
			elseif #playing == 1 then
				Status.Value = (playing[1].. ' Has Won!')
				wait(3)
				for _, player in pairs(playing) do
					print(playing)
					local Winner = playing[1]
					print(Winner)
					local PlayerData = Winner.data.Cash.Value	-- Line 121
					print(PlayerData)
					PlayerData.Cash.Value += 100

here is my error;

?  {
     [1] = "joystuuu"
   }
   joystuuu
   ServerScriptService.Rounds:121: attempt to index nil with 'Cash'

PS. Heres the complete script if it helps.

--// Created: 		2022-10-09  12:14AM
--// Last Edited: 	2022-10-09	6:10PM


--//Variables
local DataStoreService = game:GetService('DataStoreService')
local myDataStore = DataStoreService:GetDataStore("myDataStore")



local RoundLength = 5
local IntermissionLength = 5
local InRound = game.ReplicatedStorage.InRound
local Status = game.ReplicatedStorage.Status


local LobbySpawn = workspace.Lobby_Spawn

local MapSpawn1 = workspace.Map_Spawn_1
local MapSpawn2 = workspace.Map_Spawn_2
local MapSpawn3 = workspace.Map_Spawn_3
local MapSpawn4 = workspace.Map_Spawn_4

local MapSpawnPoint = 0


--//Teleport on Round Start.
InRound.Changed:Connect(function()
	if InRound.Value == true then
	
		wait(1)
		for _, player in pairs(game.Players:GetChildren()) do			--//SPAWNING
			
			local char = player.Character
			
			if MapSpawnPoint == 0 then
				char.HumanoidRootPart.CFrame = MapSpawn1.CFrame
				MapSpawnPoint = MapSpawnPoint + 1
				print ('Now will spawn at: '.. MapSpawnPoint)
			elseif MapSpawnPoint == 1 then
				char.HumanoidRootPart.CFrame = MapSpawn2.CFrame
				MapSpawnPoint = MapSpawnPoint + 1
				print ('Now will spawn at: '.. MapSpawnPoint)
			elseif MapSpawnPoint == 2 then
				char.HumanoidRootPart.CFrame = MapSpawn3.CFrame
				MapSpawnPoint = MapSpawnPoint + 1
				print ('Now will spawn at: '.. MapSpawnPoint)
			elseif MapSpawnPoint == 3 then
				char.HumanoidRootPart.CFrame = MapSpawn4.CFrame
				MapSpawnPoint = MapSpawnPoint + 1
				print ('Now will spawn at: '.. MapSpawnPoint)
			elseif MapSpawnPoint ==4 then
				char.HumanoidRootPart.CFrame = MapSpawn4.CFrame
				MapSpawnPoint = 0
				print ('Now will spawn at: '.. MapSpawnPoint)
			end
			
		end	
		
		for _, player in pairs(game.Players:GetChildren()) do			--// TEAMS on game START
			local char = player.Character
			local Humanoid = char:WaitForChild('Humanoid')
			
			
			player.Team = game.Teams.Players
			Humanoid.Died:Connect(function()	--//Death during game
				player.Team = game.Teams.Lobby
				
				
			end)
		end
	else 
		wait(1)
		for _, player in pairs(game.Players:GetChildren()) do

			local char = player.Character
			player.Team = game.Teams.Lobby					--//TEAMS on game END
			
			
			char.HumanoidRootPart.CFrame = LobbySpawn.CFrame	
		end
	end
end)



local function roundTimer()
	while wait() do
		for i = IntermissionLength, 1, -1 do
			InRound.Value = false
			wait(1)
			Status.Value = ("Intermission: "..i.. " Seconds Left.")
		end
		for i = RoundLength, 1, -1 do
			InRound.Value = true
			wait(1)
			Status.Value = ("Game: ".. i.. " Seconds Left.")
			
			local playing = {}						
			
			for _, player in pairs(game.Players:GetChildren()) do	--//Player Table
				
				if player.Team.Name == 'Players' then
					
					table.insert(playing, player.Name)
					
				end
			end
			
			if #playing == 0 then								--//# of Players Left.
				Status.Value = ' Everyone has died.'
				wait(3)
				break
			elseif #playing == 1 then
				Status.Value = (playing[1].. ' Has Won!')
				wait(3)
				for _, player in pairs(playing) do
					print(playing)
					local Winner = playing[1]
					print(Winner)
					local PlayerData = Winner.data.Cash.Value
					print(PlayerData)
					PlayerData.Cash.Value += 100
				end
				break
				
			end
			
		end
	end
end

spawn (roundTimer)