Jack,
try stabilizing the 16 KB over your head. Google "waiters walk" and just try to hold this position. It will make you more comfortable with the idea of having a 16kg over your head. also, It's ok to just work the first few movements of the TGU, in fact i believe thats the recommended progression. even if you just start with the fetal position to laying on your back then pressing the kettlebell will be a benefit, helping with the non-working hand should be fine.
In regard to CC, I think it's been pretty well covered...a few things i"ll add are;
I've tried CC and I think the fundamental idea of it is flawed. I really can't see the need for anyone of good general health and no injuries to start with wall push ups and air squats. I understand the idea that it's to prepare your joints, but that doesn't seem like a very sound theory. your joints are by design, stronger than your muscles so if regular push ups and squats are difficult there are more productive supplemental exercises you can do.
secondly, i'd be leery of any program thats final step is something no one has actually done, a one arm handstand pushup is a cool theory but a good overhead press will probably be a more worthwhile goal.
lastly, I would rather take my training advice from a company or individual that's qualifications are documented and proven, as opposed to a ghost writer.
S&S has very achievable goals and was written by someone that walks the walk. if you're not ready for the calisthenics presented in CC, S&S will definitely get you there by making you stronger all around. teach a man to fish vs feeding him a fish.
these are just my opinions, I'm not affiliated with either company, just a guy thats reaped the benefits of the info I've found here.