!!The book:

* FunnyAneurysmMoment: The book was originally written for Helu, the ruler of the Kingdom of Wu. About fifty or so years after Sun Tzu's death, Wu was completely destroyed and absorbed by the Kingdom of Yue.
** Additional points when you consider that Helu's son and successor Fu Chai did many things that Sun Tzu (and ''The Art Of War'') would have frowned upon.
* MagnificentBastard: This is a goal to which all generals should aspire. As the book notes:
-->"To win a hundred battles is not of the supreme excellence. To subdue one's enemy without fighting is the acme of skill."
* OlderThanTheyThink: TheArtOfWar is frequently thought of as a fairly modern book. It is not -- general Sun lived in the VI century BC and was a contemporary of Darius I of Persia and Confucius.
* ValuesDissonance: Today, some of the tactics he advocates would be considered ''[[TheLawsAndCustomsOfWar war crimes]]'' at worst and ''state-funded terrorism'' at best. See also TryingToCatchMeFightingDirty. Examples include [[ISurrenderSuckers pretending to set up truce talks to lure enemies into a trap]] and attacking the enemy without declaring war.
** But then again, the whole point of the book is to be a CombatPragmatist and more importantly, [[TheStrategist a successful strategist]]. Morals have nothing to do with it. [[PragmatismTropes Drop what is unefficient : keep what is efficient.]]
** Morals, no, but ethics still have a place in warfare. The central assumption behind pretty much the entire work is that the reader will remain in a superior position because of his adherence to these tenets. In real life, almost no one can maintain military and political dominance one hundred percent of the time, and doing things like staging false peace talks and attacking the enemy without declaring war would mean that your enemies would settle for nothing less than your annihilation. What qualifies as "pragmatic" has changed over the years.

!!The movies:

* DesignatedHero: Neil Shaw, to more and more of an extent as the series goes on. In the first film he's a competent enough agent, though kind of a {{Jerkass}}. In the second film he makes numerous basic errors of logic and judgement, and at the end he [[spoiler:casually murders his love interest]] just in the name of getting the villain to frame himself. The third film takes it UpToEleven, as he unknowingly takes the bad guy [[spoiler:or rather bad girl]] into his confidence, then ends up [[MoralEventHorizon killing at least a dozen or so South Korean intelligence agents]], before unwittingly facilitating the assassination of South Korea's U.N. representative and nearly getting the Secretary-General of the U.N. herself killed. After all that you'd think the Secretary-General would be only too happy to hand Shaw over to the South Korean authorities and let them hang him out to dry, but she instead ends the film by telling Shaw that he's the only person the U.N. can trust with their lives.