The Insomnia remake mostly fails to me because of what it does with the dog to fabricate the ballistic evidence. And the rather too neatly redemptive ending, both of which the original film handled perfectly already.
Following and Memento feel like his masterpieces still to me. But it is easy to see aspects of those films appearing in Nolan's later ones. I would still stand by
my earlier comment about characters obscuring versus characters cathartically ploughing through all the carefully constructed layers of subterfuge and ambiguity as one of the key traits of Nolan (a trait where there is no particular pressure placed upon either side in that equation on who can be the 'hero' and who the 'villain'), but one of the other themes that seems to be getting clearer and clearer in his films is the one relating to women. So many of Nolan's films are superficially all about men performing daring actions and being very physically oriented, but his films regularly capture a sense of female dominance in the 'bigger questions' that both whips on men into doing acts they commit on the woman's behalf, whilst also maintaining a strangely passive lack of responsibility for their role in proceedings as well, of being the force that drives men into doing those same behaviours.
I still have yet to see Oppenheimer (or any of the Batmans!) to see how those would or would not fit the thesis, but see perhaps the main female character of Tenet who basically uses the time travel gimmick and McGuffin of a world-destroying plot as an excuse to be able to kill her powerful and abusive oligarch husband; the final act of Inception where Marion Cotillard's character springs up from the depths of Leonardo Di Caprio's mind to invade his otherwise perfectly planned heist plot; Carrie-Anne Moss in Memento punching herself in the face to create bruises to get him to kill her partner after telling the main character that she is doing this because with his short-term memory loss condition he will not remember and take her word for it. The daughter and female co-astronaut in Interstellar, tugging the main character between their two poles like magnets influencing iron filings. It even goes all the way back to the femme fatale in Nolan's first film Following (though things do not end particularly well for the female character in that particular film!)
That notion could be pushed even further to suggest that it is often only the 'concept' of the female in Nolan's films that works as the motivator for the male characters (the dead wife in Memento as the motivator; the 'abandoned' daughter and co-astronaut in Interstellar, and so on), whilst the actual flesh and blood women, when they do briefly appear, may actually have entirely different goals that the film is at pains to keep obscure!