The greater philosophical battle underlying our political fight against victimhood culture is morality as seen by masters/sovereigns versus morality as seen by slaves/victims. Rules for Radicals is a document for resentful people who see morality from the perspective of victims to poison the well, make people feel guilty, and to generally cause social anxiety.
An American culture where men see themselves as temporarily embarrassed millionaires, with the right to possess deadly arms, and in which the pursuit of happiness is a civic duty - this is morality has has been historically seen from the Aristocratic warrior class. This culture views it as the responsibility of young men to build character, which means to acquire the virtues and strengths necessary to succeed in life and therefore sees people as of good or bad character.
The reason Donald Trump has been successful in the face of Rules for Radicals is that he does not play into its traps. He presents himself as a man of strong character rather than presenting himself as a person with a particular rulebook or set of beliefs. He actively attacks, and does not spend time reacting or caring about what is done against him (the complete opposite of victim mentality). Whereas the Rules for Radicals is intended to create uncertainty, anxiety, and discord, Trump never waivers. Even if Trump were to oversell himself, it doesn't matter, because he's not playing into their traps.