Really, one of the main points of The Order of the Stick is genre savviness. Try this comic page where even the stupid orc chieftain is hilariously genre savvy.
Elan's mentor, a dashing sky pirate who helps him literally take a level in badass also displays Genre Savviness — hoping never to meet Elan again, lest he become The Obi-Wan.
Vaarsuvius recently displayed a blend of cynicism and genre-savviness by killing someone (Kubota) just because Elan is holding him prisoner, and V knows that Elan only takes major villains prisoner, and rationalizing it by explaining how the trial would have been a tedious 20- or 30-episode affair which would interfere with the bigger picture.
More recently, our trusty wizard, when confronted with a silver-tongued imp, demonstrates that s/he knows what happens when you make a Deal with the Devil, regardless of its stature.
And then goes on to make a slightly different deal with different devils anyway.
Which is in its own way a bit of brilliance; by first showing that V knows just how foolish such a thing is and then setting V up to do it anyway it becomes a very clear Moral Event Horizon. "Welcome to the deep end of the alignment pool."
While all the characters are Genre Savvy to some extent, Elan is clearly more Savvy than the rest of them; unfortunately, his status as Cloud Cuckoolander means that the others are only inclined to dismiss his concerns in their moments of Genre Blindness, only to learn too late that they really should have paid attention. Eerily, he can come off as a Genius Ditz these days.
Elan:Fight, Fight, Fight, Fight, the urge to say "I told you so!"
Roy is also extremely high on the Genre Savvy meter... so much so, he recently took advantage of Elan's savviness by telling him to find the most aesthetically-appropriate location for a hidden magical gateway. And Roy fully expected Elan to stumble over it by chance, Scooby-Doo-style, rather than deduce its position. Exploiting Genre Savvy for the win!
Deconstructed in Girl Genius. All the characters are Genre Savvy, and most of them have the genre correct, but they don't always know their place in or importance to the story, which results in some disastrous misunderstandings. Bystanders make assumptions based on fairy tales which are only partiallycorrect and often lack context.
Agatha: Look, no offense, but I've been around labs most of my life. Othar: Oh? Agatha: I'd rather not be the easily-duped minion who sets the insanely dangerous experiment free. Or the hostage who ensures the smoothtalking villain's escape. Othar: Er... Agatha: I don't have any proof that you are really Othar Tryggvassen or even really human. Othar: Ah... Agatha: This girl sidekick job doesn't call for a lot of smarts, does it?
One aspect of the Mad Scientist genre on which all the Sparks remain resolutely genre blind, at least when it comes to themselves, is that whatever they're working on will Go Horribly Wrong (or worse yet, Horribly Right). Their minions often are savvy about this, but can't get anyone to listen.
Moloch: ...How is it possible that this [Agatha's souped-up lightning gun destroying the very tower she was trying to clear a path to] could surprise any of you people?
Ellie, in Okashina Okashi is familiar with manga tropes. But like Sugimoto, she's never the heroine of those stories.
Sam Starfall in Freefall knows about genre conventions, and will set them up, but doesn't get the point of them. Possibly because he's an alien, who grew up with differentgenre conventions, or possibly just because he's completely crazy.
There was also a genre savvy bear. She brought her cub along when robbing campsites to provoke in humans the reaction "If you do anything and the bear senses her cub is in danger, she'll kill us to defend it! And it will be our fault!" And when she found herself faced with a small rabbit that was completely unimpressed by her ferocious roar, she gave the heck up immediately rather than take a beating she should have been lucky to escape with her life. It turns out she's a he, too, just taking advantage of the of the whole Mama Bear thing.
Ben Franklin: But the excitement does get to you! I suppose this lifestyle isn't so bad. Gordito:Ah! Don't! Dude, in "this lifestyle" if you say something like that, it's pretty much like pushing a "make the situation worse" button. It's the opposite of the one they have at the office supply store. (helicopter shows up) Gordito:See?! That's Schrodinger's helicopter right there. Ben Franklin: You must mean "Murphy's Helicopter". Gordito: I'm twelve. Ben Franklin: Well it can only be more ninjas, and we've had no problem with those so far. Gordito: Oh please keep talking!
Knowledge is Power: EmJay is about to ask David to pretend to be her boyfriend, but remembering how poorly that goes in fiction, changes her mind. Whereupon it happens anyway.
The latest arc of MSF High revolves around the fact that the "pocket-universe" in which the story takes place conforms to genre rules. This is exploited by many students most recently in the form of the "runner", an anime girl who will run everywhere eyes closed with an armload of books in the hopes of causing a romantic comedy style collision.
The whole routine of K, the main character of The Antagonist... Though his genre savvy has gotten a little spotty at times ever since getting kicked out of the League of Villains, if they hadn't been actively trying to screw him over on nearly every job, he'd be quite Dangerously Genre Savvy.
The Major in the Hellsing fancomic And Shine Heaven Now is familiar enough with fandom terms that he gives a fanboy version of his famous 'I Love War' speech to subdue the fangirls attached to everyone.
This strip from Subnormality not only has one ercharacter ruefully noting his inability to avoid falling into the "best friends who hate each other" trope (as a result of a ridiculously extreme bet), but actually using the word "trope" to describe it, and hanging a lampshade on it by saying that it's a completely ridiculous and "implausible" trope, like "Time Travel" and "Dinosaurs vs Cavemen", but apparently necessary for conflict. His friend then jumps on the Time Travel reference and inevitably gets his friend into yet another ridiculous and ridiculously implausible scenario. The strip skirts within tripping distance of Breaking the Fourth Wall ... but then again, we're talking about a comic that revels in Post Modernism and Deconstruction, so that's par for the course.
EB: i'm in my room again, i really think there's someone else in this house.
EB: like monsters or something.
TG: dude monsters arent real
TG: thats stupid kids stuff for stupid babies
EB: maybe. yeah you're right.
TG: what are you an idiot
TG: of course there are monsters in your house
TG: youre in some weird evil monster dimension come on
TG: skepticism is the crutch of cinematic troglodytes
TG: like hey mom dad theres a dinosaur or a ghost or whatever in my room. "yeah right junior go back to bed"
TG: fuck you mom and dad how many times are we going to watch this trope unfold it wasnt goddamn funny the first time i saw it
Karkat has a similar reaction to being told that Kanaya is a Rainbow Drinker. However, Karkat's genre savvy wraps all the way around back to Genre Blindness.
PCG: I GUESS I HAVE NO CHOICE TO BELIEVE YOU BECAUSE SKEPTICISM IN THIS SITUATION IS FOR IDIOTS RIGHT?
PCG: IF I SAID "YEAH RIGHT! IF THERE'S A DRINKER IN THIS HIVE I'LL EAT MY COCOON!" I'D BE LIKE THE DUMB LUSUS IN THE MOVIE WHO DOESN'T BELIEVE THE KID WHEN HE TELLS IT THERE'S A RAINBOW DRINKER IN THE CLOSET.
PCG: SO I GUESS BY REVERSE PSYCHOLOGY I SHOULD NOT BE THAT DUMBASS, YELL "OH FUCK", AND TELL EVERYONE TO GET IN THE SCUTTLEBUGGY BEFORE IT'S TOO LATE.
Homestuck is a very interesting example when you think about it. Due to the time loops and focus on character growth, sometimes characters MUST perform actions that go against their own self-interest, or ANYONE'S interest, because, if they don't do what they're destined to do, even if it's horrific.
Vriska and Aranea are smart enough to, instead of trying to confront Lord English directly, use his own acts of destruction to help them locate a way to beat him. This is a definite step up for Vriska, who had previously gotten herself killed through the thoroughly Genre Blind mistakes of a) not realizing Jack Noir is a No Nonsense Nemesis and b) thinking she could beat Terezi at mind games.
The crew from Schlock Mercenary, despite being repeatedly portrayed as mostly dumb grunts, do have their moments of savvyness, for instance in the Running Gag where they realize they should never say "What's the worst that could happen?" Then there's this one..
Orwing Battler in Lovecraft Is Missing is a pulp writer who basically finds himself in another pulp writer's universe. Naturally, he feels like he's in one of his own stories and will occasionally comment on the action.
Blue Hat from Gengame tends to make a lot of decisions based on genre conventions. Justified in that it's a video game in which the mechanics of her character are somewhat based around genre conventions. She also isn't very savvy about the actual comic's genre.
Played With in Mokepon; Atticus is one of the only characters who has a decent amount of common sense, and often lampshades the ridiculous nature of the Pokémon world. On the other hand, he's still not completely sure about how his world works, and sometimes his Genre Savvy moments (such as setting a Beedrill on fire to set off a chain reaction that'll get rid of the rest of the bugs) backfire on him.
In Rusty and Co., the blackguard Malevolus is smart enough to realize how dangerous the one-two punch of Rusty and Gelatinous Cube's abilities really is.
League of Super Redundant Heroes has the superhero Electrode. When searching for the Evil Savant, Distracterella and Cat-A-Pult for robbing a bank and humiliating the superhero Asstronomous in the process, he started by the seat of the League of Super Redundant Heroes because it was the last place anyone would look for them... And arrived in the same panel Cat-A-Pult stated they were there for that same reason! Cue the trio of supervillains having to dress themselves up as superheroes...