I pour "commando" without a funnel or anything. Unless it's windy I don't spill a drop. If it's windy, even with a funnel things can get messy. Maybe it's easier with the flatter "BMW" 5w30 quarts than the squarish castrol you picture ?
I pour with the flat side down, not with the bottle up on edge like the little picture on it shows. Once it's halfway empty I can just turn it upside down to drain in the filler while I open the next quart. Does that make sense or should I shoot a video clip next time I do an oil change