I’m glad I was able to answer your questions. I agree that those tags can seem overspecific, but they offer a good alternative to disturbing established geometry, and I think their usage will increase as bicycle infrastructure becomes more distinct from pedestrian infrastructure. Also, thanks for taking another look at the crosswalk, and especially for taking the time to ground-truth the area. In person surveys are far more valuable than any imagery. I agree that Esri World Imagery (and MapBox imagery as well) can be deceptive. They compile many different image sets depending on locations and zoom, so there can sometimes be significant differences depending on which image set you see. I have found the Esri Wayback website (https://livingatlas.arcgis.com/wayback/#active=27982&mapCenter=-74.00723%2C40.71352%2C11) to be very useful, because you can just click on the imagery to see when it was captured. I often use it to determine the approximate capture time of other imagery sources. 

Thanks again for reaching out, and please don’t hesitate to let me know if you have any other thoughts on my edits!

Happy Mapping,
Isaac
VLD280