The sun is fairly low in the sky, just a bit to the right of the guy on the dirt path, whose shadow is almost but not quite straight vertical.

The guy casts a darker and more crisp, or less diffuse shadow because he is less translucent, or more opaque, than tree leaves, and because the total distance from the heighest tree leaves to the ground is greater than the total distance from his head to the ground.

The lines of the tree trunk and lamppost shadows all converge toward where the sun is, if extended toward it.

The illuminated square in the one tree's shadow is likely a reflection from a window or some kind of metal fixture from a building or object behind the pov of the camera.