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.