First Rolex - Datejust 36mm?

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Hi all,

I am ready to purchase my first Rolex. After a visit to my local AD, I have decided that I am interested in a pre-owned datejust 36mm. The particular watch that I was looking at had the fluted bezel, white dial, roman numerals and jubilee bracelet. See pics. I have a few questions and am hoping the community can help out:

-This watch was from 2000. Am I making a mistake buying an older watch? Should I be looking for something 2010+? (I should note that this watch is an excellent condition, comes with all of the boxes and papers, still has the hologram on the back and was just serviced)

-I understand that the Jubilee bracelet was updated in 2005. I prefer the new hidden clasp. If I were to hold out for a 2005+ datejust, can I expect the price to be similar to the one I am considering (≈$4,000 USD). Does it make sense to wait? I have heard "buy the seller" and I am confident in this watch and AD.

-While I do really like this datejust configuration, I have seen many for sale exactly like it. Does this mean that this configuration is less desirable then say a black dial for example?

-I am 6'3" with 6.75" wrists. I really like the look and feel of the 36mm but am still trying to decide if the watch is large enough. Any rationales or guidance would be much appreciated.

Thanks in advance for any help. I am looking forward to purchasing my first Rolex timepiece.