Of the ones listed, I own Conan on DVD, but I'd probably watch T2 again before any of the Conan movies. I don't even own his Batman movie, which is pretty surprising for me, as I own so many super hero movies.
I went with True Lies. While I prefer the action thrillers, I think the comedy of True Lies added a dimension that was usually not in most of his movies.
Conan: To crush your enemies, to see them driven before you, and to hear the lamentations of their women. Mongol General: What is best in life? Conan: To crush your enemies, see them driven before you, and to hear the lamentation of their women.May 14, 1982
Commando is my favorite guilty pleasure film by Arnold.
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Arnold didn't really swing between "really good" and "really bad." Most of his classic movies are on about the same level for me.
Raw Deal is my favorite of the guilty pleasure B pictures. Unless Commando should take that title. Commando is better than Raw Deal. But I do like Raw Deal.
Sometimes one gets to pick two things. So many good movies there, it's hard to pick just one. I'd be more inclined to order them.
But I haven't seen them all.
The Terminator (the first, the best of the series - a love story that transverses time itself - and a cool idea worthy of a series of movies). Terminator 2 (Cool effects, a great sequel) Conan the Barbarian (love that transcends death this time - great story) True Lies (quite amusing). Last Action Hero (Well done. Great story). Predator (Yes, loved it)
Eraser. (Fine - railgun city - and adequate, but not high on my list) Total Recall (I don't remember too much about this one). No Red Heat? No Commando? No The Running Man? All good movies. The Expendables 2 (IIRC, this was fine, but not great)
Kindergarten Cop (This and the next two are just fun movies - light comedy - not his best genre, but they're fine) Twins Junior
Jingle All the Way (not sure I even saw this)
Batman & Robin (This sucked pretty hard, as I recall).
Gosh, now that I think about it, I don't think I've liked a movie from him since the turn of the millenium, unless you want to count the EXPENDABLES movies.
The shine came off for me around END OF DAYS and COLLATERAL DAMAGE, which were both pretty disappointing. Looking at his Filmography, it looks like it was mostly downhill after TRUE LIES.
Actually, TERMINATOR: DARK FATE was entertaining and he did a nice acting job in that, but I don't think I'd rate it along with his 80s stuff. I still haven't seen GENISYS, despite owning the Blu-Ray. The ones that make up the legend of Arnold for me are --
Conan the Barbarian
Terminator 2: Judgment Day
Predator
The Running Man
Terminator
True Lies
Total Recall
Red Sonja
Commando
Twins
Red Heat
Kindergarten Cop
And I guess LAST ACTION HERO, though I haven't seen it since it was in theaters. But I remember liking it and feeling surprised that it was panned.
True Lies was the last big Arnold movie that knocked it out of the park, IMO. Jingle All the Way was another comedy he did, which wasn't bad, but hardly a blockbuster. I would agree End of Days was where things kind of wrapped up for him in terms of being a major action movie box office draw.
True Lies. It captures all his strengths and is a damn good movie to boot.
Right behind that I'd go for:
The Terminator Total Recall Predator Terminator 2 Commando Red Heat Raw Deal Eraser The Last Stand The 6th Day (I liked it. Didn't take itself too seriously).
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