Code in Question

     @Override
    public String execute(String args, CommandObject command) {
        for (CharacterObject c: command.characters.getCharacters()){
            if (c.getUserID().equals(command.authorID)){
                List<IRole> userRoles = command.guild.getRolesForUser(command.author);
                int roleCount = 0;
                int postRoleCount =0;
                //resets User roles back to scratch.
                for (int i = 0; i < userRoles.size();i++){
                    if (command.guildConfig.isRoleCosmetic(userRoles.get(i).getID())){
                        userRoles.remove(i);
                    } else if (userRoles.get(i).isEveryoneRole()) {
                        userRoles.remove(i);
                    } else if (userRoles.get(i) != null){
                        roleCount++;
                    }
                }
                //loads new roles.
                for (RoleTypeObject r: c.getRoles()){
                    userRoles.add(command.guild.getRoleByID(r.getRoleID()));
                }
                for (IRole role: command.guild.getRolesForUser(command.author)){
                    if (!command.guildConfig.isRoleCosmetic(role.getID())){
                        postRoleCount++;
                    }
                }
                //validates only if non cosmetic roles were not removed.
                logger.debug("Prior to Edit Role Count :" + roleCount);
                logger.debug("Post Edit Role Count :" + postRoleCount);
                if (postRoleCount >= roleCount){
                    Utility.roleManagement(command.author,command.guild,userRoles);
                    Utility.updateUserNickName(command.author,command.guild,c.getNickname());
                    return "> Character " + c.getNickname() + " Loaded.";
                }else {
                    return "> An error occurred while attempting to load your character.";
                }
            }
        }
        return Constants.ERROR_CHAR_NOT_FOUND;
    }

    public static RequestBuffer.RequestFuture<Boolean> roleManagement(IUser author, IGuild guild, List<IRole> userRoles) {
        return RequestBuffer.request(() -> {
            try {
                IRole[] roles = new IRole[userRoles.size()];
                int i = 0;
                for (IRole r : userRoles) {
                    if (r == null) {
                        logger.error("ROLE RETURNED NULL");
                    }
                    roles[i] = r;
                    i++;
                }
                guild.editUserRoles(author, roles);
            } catch (MissingPermissionsException e) {
                if (e.getMessage().contains("Edited roles hierarchy is too high.")) {
                    logger.debug("Error Editing roles of user with id: " + author.getID() + " on guild with id: " + guild.getID() +
                            ".\n" + Constants.PREFIX_EDT_LOGGER_INDENT + "Reason: Edited roles hierarchy is too high.");
                    return true;
                } else {
                    e.printStackTrace();
                    return true;
                }
            } catch (DiscordException e) {
                if (e.getMessage().contains("CloudFlare")) {
                    roleManagement(author, guild, userRoles);
                } else {
                    e.printStackTrace();
                    return true;
                }
            }
            return false;
        });
    }