Great! Onyks.
Your insight is closer to mine.
Actually, my first impression to this image is why he is smiling.
Today, the reason is unknown to me, suddenly a face smiling emerged to mind.
It is this.

To put it briefly, IMO James’ image simply express that the creator of WMM is anonymous person.
I guess that this image is chosen carefully by some points ; smile, male and mustache & beard.
Who selected the image is unknown, but if my supposition is correct, this is stroke of genius.
I don’t know the exactly reason of this issue, but I satisfied for some reasons.
One. We know the person is not James himself.
Two, We find a reasonable interpretation of this mystery.
And this is the most important thing.
Do you think what the most important thing of the study of WMM is?
IMO, IT is the realization of Sovereign Integral. (This is the goal of individual)
And, the Grand Portal!! (the goal of human species)
Who is James is not matter.
Please immerse yourself in WMM.
Please remember impression when you find WMM first time.
This image told me the most important thing.
I remember it.
Thank you very much, James, the anonymous creator of WMM.
shima