Accidental Aesop: Sheila Black, a woman who dresses provocatively and has a very active sex life, gets raped by Principal Longfellow. The event is portrayed as utterly horrifying, with Sheila as a victim who gets deeply traumatized by the experience, and Longfellow as a monster deserving of death. While it's doubtful Naylor had this in mind, the whole event sends a message that someone wearing sexy clothes or being promiscuous doesn't make raping them any less of a horrible thing to do.
Is Fisk a rational, pragmatic soldier and eventually parent dealing sensibly with various trauma who is afraid neither of getting his hands dirty nor appreciating the beautiful things in life, or a sociopathic extremist hiding behind a veneer of patriotism, philosophy and laissez-faire parenting?
Fisk writes an incredibly bigoted essay about Native Americans,note though an earlier strip implies he writes some deliberately inflammatory essays to troll his teacher, so one could make the argument that he doesn't actually believe it his mother owns a commemorative Robert E. Lee lawn gnome, and her mother still uses the N-word despite knowing it's not appropriate anymore. It's easy to think Sheila is somewhat of an armchair racist (well, she does live in small town Georgia) who came from a racist family and has influenced Fisk that way.
This also casts some other aspects of the story in a different light. For example, one chapter involves Fisk going to a school dance with a girl he doesn't like. While he probably wouldn't have liked her anyway, since she's an annoying Soapbox Sadie with far-left political views, the fact that she's Native American raises the possibility that he might've been biased against her from the beginning because of her race.
D’Anna spreading Malicious Slander about a policeman accused of shooting a boy comes across as much, much harsher in 2014-5, when fatal police brutality against teenage civilians became much more of a hot topic after Michael Brown’s death.
The comic in which Mrs. Catadze sending Fisk to Israel to learn to fight in urban areas was published in May 2008, just a few months before Operation Cast Lead and the following rounds of violence between Israel and the Gaza Strip, that cost far more civilian Palestinian lives than Hamas fighter lives in great part because the city of Gaza was densely populated.
Moment of Awesome: When Fisk sees his mom being raped by his school principal, his response is to knock the scumbag out with a baseball bat. Keep in mind, Fisk is still in elementary school at the time.
One night, Fisk is home alone with his sister, who has a cold. He naturally asks his mother where the medicine is; she tells him they're red capsules, which he finds and gives to Lucy offscreen before leaving her to sleep. Later Sheila gets home and goes to check on Lucy... only to let out an Earth-shattering scream before calling 911 because Fisk accidentally gave Lucy their mother's blood pressure meds instead of the cold medicine he thought he was giving her. Fisk ends up curled against the wall in horror as Sheila tries to make sure Lucy is stable enough to make it to the hospital.
Unintentionally Sympathetic: Fisk's date to prom's worst crime is being Wicca, vocally against Christmas, and talkative, but within an hour of speaking to her Fisk is already considering suicide. The point of her existence is, of course, to be a lesser alternative for Fisk to be with.