"Favorite" film is entirely subjective. You could pick a truly terrible film as a favorite simply because you enjoy watching it, and that's fair. "Best" film is something else and requires some objectivity.
It's a very tough call, but in my opinion Wayne's "best" film is Red River, for its overall qualities as well as what I think is his best performance. A very close second is They Were Expendable, though in that case the film's greatness has much less to do with Wayne than its all-around excellence. But I can easily understand others disagreeing with these choices.
"Favorites" for me would include, in chronological order, Stagecoach, Dark Command, Reap the Wild Wind, They Were Expendable, Red River, Big Jim McLain, The High and the Mighty, Blood Alley, Rio Bravo, The Comancheros, The Man Who Shot Liberty Valance, In Harm's Way, Brannigan. This list isn't exhaustive and is certainly not intended to be Wayne's "best" films: Big Jim McLain is pretty dopey and entirely dishonest in its defense and description of HUAC, but is for those reasons highly entertaining to me -- as well as an important indicator of Wayne's politics. He made many other films I like and are better than some of my favorites -- The Big Trail, The Long Voyage Home, Fort Apache, She Wore a Yellow Ribbon, The Shootist and several more -- but I don't enjoy these quite as much as some others. I even like The Barbarian and the Geisha, which Wayne hated, but it's really not bad at all and is at least something different for him.
Wayne's most overrated film to me is unquestionably The Searchers. Not bad, but overrated. It has periods of greatness and beauty and Wayne is good, but these attributes are fatally marred by John Ford's insistence on sticking in his heavy-handed, lame-brained "boys-will-be-boys" horseplay "humor" throughout the picture, mainly in the characters of Ward Bond and especially Ken Curtis. It's all forced, unnatural and decidedly unfunny. (Henry Fonda broke with Ford over Mister Roberts precisely because of Ford's penchant at this stage of his career for jamming such inept stupidity into that movie, and this was a characteristic of most of Ford's films from the late 40s on.) Yet even all that aside, the way so many people rave about the film leaves me mystified, and I've watched it 20 times at least over the years. It's good, but those who call it the greatest film ever made -- and there are people, including some critics, who do just that -- are insanely off base as far as I'm concerned.
But while Rio Bravo may not be John Wayne's "best" film, for me, it's absolutely my favorite of them all.
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