The Three Prongs of Art's Dilemma...

Okay, so the title's a bit misleading. There's lots of great artwork in the gaming hobby, with something good for everyone, whether old school's amateur simplicity (a personal favorite) to the modern era's many excellent offerings. You can't go wrong. But the best our hobby can offer, regardless of visual style, lands on three prongs. Now much of this is subjective, being ultimately the province of personal tastes, which wander far afield. But setting this aside, a truly universal thread runs through the legendary art like veins...

First, there's the characters, the ones going on the adventure. The best art, especially cover artwork, captures these heroes at work, just before, during, and after their struggles with fearsome foes. Whether the original Dungeon Master's Guide, with its battle in the fabled City of Brass, or the first Player's Handbook (my favorite) in the aftermath of hostilities against endless hordes of demon-worshipping lizard men, nothing communicates the game's focus and ultimate intent quite like these icons of adventure plying their trade.

Next, we have the adversaries, the monsters. Shown alive or dead, these are the flip side of gaming art's metaphorical coinage, for what would the aforementioned D&D rulebooks be, really, without their flaming-red efreeti or recently slain lizard men? It's heroes against deadly opponents, so the best artwork, the stuff we call exemplars, has to include these terrifying foes. Now this isn't always possible, especially with interior illustrations; but if possible, these complete an all-encompasing picture of what our hobby's about...

Finally, there's the treasure (or reward, system dependant). What else would motivate the characters to tackle those deadliest of adversaries? Risk needs reward, making treasure, in all its many forms, an essential ingredient of iconic gaming artwork, giving AD&D's classic Player's Handbook, with its enormous gemstone eye, a definite edge. Holmes Basic checks the same boxes, among others. That said, your mileage will doubtless vary; but the above trifecta can certainly help to navigate the prongs of iconic artwork's non-dilemma.