If you are doing the "Back of the throat" method, it's important to squirt some water in there after the pill. First, it makes them have to swallow more quickly. Second, it prevents them from damaging their throat by swallowing it dry.

With hard to pill dogs I usually have one person restrain the dog and pry their mouth open. Then, fast as I can, I shove the pill over the back of their tongue and squirt water into their mouth with a syringe. Clamp shut, and wait for the swallow.