I'm not sure one would have to be fully aware of Hollywood history to understand/appreciate the movie, but it would probably help. But you can also just have an appreciation for Hollywood films themselves and have taken the time to see a great many of them to catch a lot of the references. I was able to catch most of the ones they made, but I'm approaching 70 and have been a avid fan of just watching movies since the late 50's, although I seldom go to the theater anymore. The premium channels/Netflix/etc give me all I need to see of relatively current movies and channels like TCM and some really oddball ones allow me to see/revisit much older flicks.
What I did find rather curious was that the sets themselves were obviously filmed as 'sets' as in I'm watching a movie of being in a movie of a movie and there's very little magic. I mean Mannix's office, Jonah Hill's office, the coastal home to the communist cell were practically screaming at me - See! I'm a set! And many of the so called 'scenes' being (supposedly) filmed were done in their entirety with a single stage camera visible, yet I know in reality the movies they were based on were done in segments, shot from various angles and edited later on to show a complete scene, like the tap dancing routine (which could also have been a sendup of Anchors Away, or Nothin like a Dame from South Pacific as good examples of knowing movies).
To me the funniest scene was towards the end where it looks like the character played by Clooney is on the verge of giving an Oscar nominated performance as everyone on the set starts to take notice, and then he blows it. You have to wonder how many times great actors have done that! Fortunately the movie makers are putting in outtakes at the end of movies to give us all something to laugh about as we leave the theater... or look for the remote. I liked it, not a 10 for sure, but enjoyable. (oh, yeah, the Russian sub scene could have been a slight sendup of 'The Russians Are Coming, The Russians Are Coming' a little later than the 50's but about the 50's).
Finally, I really appreciated a review I read with an interview with the Coen brothers where they admitted to loving to watch movies as kids and teens and then learning later on that most of what they loved to watch was...crap. Gives a good perspective to understanding what they were doing here.
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