For the work out program do I need all the required items in order to do/start the full complete program?
You can do the program with less gear and sub in other stuff for sure, that won't be a problem, an additional option would be to start the program and do what you can do the first time and then you can restart the program as many times as you would like for a year from your purchase date.
I was wondering what physical benchmarks I should be at before starting training, as well as what gear I should be buying?
In order to start the past program there are not specific benchmarks but I usually tell people as long as they can pass the AF PT test then they will be just fine. Also, you can repeat the workout as many times as you want for up to a year from your purchase date. Equipment recommendations can be found on my website here or on my amazon page here.