answer = raw_input('Ready for shutdown, continue?')
if answer == 'Yes':
os.system("shutdown -s -t 0")
First of all, you are trying to ask for two inputs and check whether the two input are the same. What you want to do is getting only one input and check if the input is a string "Yes".
Secondly, Indentation in Python has meaning. Anything inside the condition must be one indentation depth than the condition code.
I feel so dumb... lol What about the else (return) ? How would I make it so that if anything besides yes was entered, it would do nothing and reply back with a message such as "Ok I will not shutdown just yet." ? Any other resources besides Python's website to help me better grasp this?