What am I doing wrong with this loop?

Here is the code:

win = 300
while true do
    wait()
    if script.Parent.BrickColor == BrickColor.new(raidteamcolor) then
        repeat      
        win = win - 1
        value.Value = "Raiders will win in".." "..win
        wait(1)
        if script.Parent.BrickColor == BrickColor.new(defendteamcolor) then break end
        if win ==-1 then break end
        until
        win==0
    elseif script.Parent.BrickColor == BrickColor.new(defendteamcolor) then
        repeat      
        win = win + 1
        value.Value = "Defenders have taken back the base".." "..win
        wait(1)
        if script.Parent.BrickColor == BrickColor.new(raidteamcolor) then break end
        if win==301 then break end
        until
        win==300
        end
    end

So when win == 301, it does not stop adding. If I put "if win==301 the break end" under the until, when the other team steps on the brick it will not restart the count down for the raiding team. Can anyone help me with this. If you need more information please ask below.