For what it's worth, I followed the instructions by PixelPest and it worked as I was expecting. My needs were based on creating a logo and I needed to be able to have a vector image that I could scale for different uses. Attached is the final result in PNG form, but it was a lot of breaks and joins to create the shape I was after. Looking back - really felt like it was a "DOH!" moment, but to be hones, this kind of thing was what kept me out of Adobe Illustrator for the longest time. However [pause for dramatic effect] it was incredibly easy with Designer - why I spent so much time fighting pixels in Photoshop for so long is beyond me at this point.