Interesting question. Your hypotheses are stabs in the right direction I reckon.
I’ll reinforce some of the points you make by saying that, in this increasingly fragmented, over-informed and uncertain age, having history / an anchor in the past, is increasingly important, especially for a brand.
Hence the relentless resurrection of past achievements...
Brands might have also realised that the people with money to spend on luxury items such as watches (I.e. baby boomers), were nostalgic for their youth... and are duly serving it up to them.
My 2 pence - I’m certain others will have better insights, and I look forward to reading them
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