What are the most demanding starting hands?

[R Gibert]

What are the types of starting hands that are the most demanding skill-wise to play? From late position? From early position? With a deep stack of over 100 BB? With a stack of about 30 BB? Please explain your reasons for your opinion and if you could, please rank the different types of starting hands by order of difficulty.

And a slightly different question is, which types of starting hands do you believe are the most misplayed ones under the various conditions mentioned above?

Please answer the above questions in the context of NLHE. TY