[SilentSoul]

pawn Код:

SetTimerEx("UpdateBailSentence", 1000, true, "i", playerid);

public UpdateBailSentence(playerid)
{
    new string[128], bailsen, bailsens;
    bailsen = PlayerInfo[playerid][pBailSentence] - 100;//here you have defined the bailsen variable  to -100 
    bailsens --;//and here you set the variable to - 1 , that's why its bugged, so let's try by another function it seems like you are trying to decrease the time -1 each one second to show as textdraws only 
    format(string, sizeof string, "Bail Sentence - $%i", bailsens);
    TextDrawSetString(JailList, string);
    TextDrawShowForPlayer(playerid, JailList);
    return 1;
}