"Little Boy Looking at the Sea," Edward Hopper, 1891.
Y'all know Hopper. But this is remarkable as this is very, very early Hopper. Early as in he was nine years old when he drew this, on the back of one of his report cards.
Born in Nyack, NY, a yacht-building town at the time, Hopper grew up on the water, with the Hudson clearly visible from his bedroom window. It's impossible to know if this was meant to depict himself, or someone he knew, or was drawn from the imagination, but here it is.
He showed artistic talent at an early age, and his parents encouraged it, keeping him stocked with supplies. Reportedly he'd wander the riverbanks with a sketchpad, drawing anything that caught his fancy.
What's remarkable is the air of isolation, and the small figure is so pensive and focused. This prefigures the themes of many of his grown-up works.
From a private collection.