Even from a young age, Steven displayed an extraordinary intellect and a peculiar fascination with science and invention. It is implied his parents fostered these interests, even if they found his creations and experiments overwhelming. This early nurturing, though sometimes chaotic, laid the foundation for his later innovations and scientific pursuits, although they often resulted in unintended consequences.

Steven first appears as the Winslows' nerdy neighbor, constantly barging in, causing accidents, and pursuing Laura Winslow relentlessly. This period establishes his defining characteristics: his awkward social skills, his unrequited love, and his knack for creating chaos wherever he goes. This awkwardness and constant interruption becomes a running gag, defining him as a comedic disruptor within the otherwise wholesome Winslow household.