Richie Rich #79

Only Richie Rich could turn a ski slope into a showcase for his fortune — the cover of this 1969 Harvey issue features the Poor Little Rich Boy schussing down a snowy mountain on red skis, launching off a massive golden dollar-sign ski jump with a grin that says he's having the time of his life. It's a wonderfully playful image that captures everything charming about the character: wealth so baked into his world that even the ski infrastructure comes shaped like currency. A delightful winter-themed entry in the long-running series.