Thanks for all the advice. I went with the h style harness from coastal after reading some troubling reviews regarding the the figure 8 style. Hopefully with some positive reinforcement Kyle will adjust to it with relative ease.
I am going to be moving from my house in the country yo one that will be located in town. My problem is my cat kyle loves to be outdoors. He was a stray that came to my house with some medical issues (had to get his right eye removed) so im not sure if hes been an outdoor cat his whole life...