That seems like the natural way to carry it, but if you do this then you don't solve the "I'm dripping water everywhere" issue (the video implies this design ad

That seems like the natural way to carry it, but if you do this then you don't solve the "I'm dripping water everywhere" issue (the video implies this design addresses this). So you can choose: either carry it the traditional way (hold the handle, with the umbrella pointed at the ground) which allows the "cup" pour all the water down onto the floor, or hold it "upside down" so the "cup" doesn't spill out.