Issue Found.

//log without SetNicknameEvent Fired. <<sends 1 User role update event>>

21:18:19.957 [Event Dispatcher Handler] DEBUG Handlers.MessageHandler - COMMAND : "!test", ARGS : "", GUILD : "254790152851816458", CHANNEL : "254790205851041794", USER : "159186011455225856", MESSAGE : "291877759796379649".
21:18:19.957 [Event Dispatcher Handler] DEBUG Main.Utility - To Match : ADMINISTRATOR.
21:18:19.957 [Event Dispatcher Handler] DEBUG Main.Utility - User Perms : READ_MESSAGES, SEND_MESSAGES, EMBED_LINKS, ATTACH_FILES, READ_MESSAGE_HISTORY, VOICE_CONNECT, VOICE_SPEAK, VOICE_USE_VAD, CHANGE_NICKNAME.
21:18:19.957 [Event Dispatcher Handler] DEBUG Main.Utility - Result : false
21:18:20.719 [Event Dispatcher Handler] INFO  Main.AnnotationListener - Old Roles:
21:18:20.719 [Event Dispatcher Handler] INFO  Main.AnnotationListener -
21:18:20.719 [Event Dispatcher Handler] INFO  Main.AnnotationListener - New Roles:
21:18:20.719 [Event Dispatcher Handler] INFO  Main.AnnotationListener - Red,

//Log with SetNicknameEvent Fired. <<Sends 2 user role update events>>
21:20:07.532 [Event Dispatcher Handler] DEBUG Handlers.MessageHandler - COMMAND : "!test", ARGS : "", GUILD : "254790152851816458", CHANNEL : "254790205851041794", USER : "159186011455225856", MESSAGE : "291878211221192704".
21:20:07.532 [Event Dispatcher Handler] DEBUG Main.Utility - To Match : ADMINISTRATOR.
21:20:07.532 [Event Dispatcher Handler] DEBUG Main.Utility - User Perms : READ_MESSAGES, SEND_MESSAGES, EMBED_LINKS, ATTACH_FILES, READ_MESSAGE_HISTORY, VOICE_CONNECT, VOICE_SPEAK, VOICE_USE_VAD, CHANGE_NICKNAME.
21:20:07.532 [Event Dispatcher Handler] DEBUG Main.Utility - Result : false
21:20:07.841 [Event Dispatcher Handler] INFO  Main.AnnotationListener - Old Roles:
21:20:07.841 [Event Dispatcher Handler] INFO  Main.AnnotationListener -
21:20:07.841 [Event Dispatcher Handler] INFO  Main.AnnotationListener - New Roles:
21:20:07.841 [Event Dispatcher Handler] INFO  Main.AnnotationListener - Red,
21:20:08.142 [Event Dispatcher Handler] INFO  Main.AnnotationListener - Old Roles:
21:20:08.142 [Event Dispatcher Handler] INFO  Main.AnnotationListener - Red,
21:20:08.142 [Event Dispatcher Handler] INFO  Main.AnnotationListener - New Roles:
21:20:08.143 [Event Dispatcher Handler] INFO  Main.AnnotationListener -

//Code to reproduce

    @Override
    public String execute(MessageReceivedEvent e) {
        IUser user = e.getGuild().getUserByID("[UserID]")
        IRole[] roles = new IRole[user.getRolesForGuild(e.getGuild).size + 1];
        int i = 0;
        //adds user's existing roles.
        for (IRole r: user.getRolesForGuild(e.getGuild())){
            roles[i] = r;
            i++;
        }
        //adds new roles
        roles[i] = e.getGuild().getRoleByID("[RoleID]");
        //sends requests.
        e.getGuild.editUserRoles(command.author, roles);
        e.getGuild.setUserNickname(command.author,"Test Was made.");
    }