For what it's worth, I initially picked up a Speedmaster Date as I wanted the sapphire crystal, date, and automatic movement. I found that I always regretted not going for the Moonwatch, so about a year ago I sold the Date model and picked up a '71 Speedy Pro. It's much more comfortable, I love wearing a watch that's more connected with the history of that particular model, and I find myself wearing it nearly every day, much more than my Submariner. Short answer - I say go for the Moonwatch!
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