I put my kenda's on real easily. Typically, I use a tire lever? can't remember the name of it but it's about 2 inches long and plastic and has no sharp edges and it makes getting the tire on real easy. It's like a miniature shoehorn ...you know one of those things that helps you get your shoes on. I'm not saying you need to buy one. You might be able to find something else that will work. Just a piece of plastic with no sharp edges. I tried using a screwdriver on my first time changing a tire and it kind of tore up the tire a little bit so I don't know if I can recommend that.
anyway, I use that and I have this hand tool that uses these sockets, well, the end of it has no sharp edges so once I get the tire sliding off a bit, I stick that thing in to hold my place so it doesn't slip back into place and then I take the tire lever and slide it around.