On the comments for the Reagan post, visitor Anonymous noted that one of the West Wing page pics looked a little odd (specifically, the one that says “(note the clothes line on the east side)”), which sparked a reevaluation of the early WW images. John in NOLA noted that the Roosevelt colonial Rose Garden was intact that pic, so it couldn’t be 1920 as I had labeled it and in fact looked to be freshly expanded by Taft in 1909.
I agreed and made the change and then noticed that what had led me to label that pic “1920” was my mistaken understanding of the evolution of the WW roof. Once I looked harder at the west side, I realized that a pic that I thought was circa 1910 (post Taft expansion) was probably 1908 (pre Taft expansion). The difference is in the roof shape, window count (5 for TR; 9 for Taft), and the addition of a west side entrance. This is great, because I was hoping to find a good pic of the WW in TR’s time, and didn’t realize I already had one. That pic is now captioned “Theodore Roosevelt’s original Executive Office Building, circa 1908.”