About the Floyd image from the Obama Foundation Twatter and highlighted in drops 4436 and 4437.
The image is currently set as the Twitter Card image for the main Obama website https://www.obama.org.
Twitter cards are meta information that tell twitter what image, description, etc of a website when posted to Twitter.
Apparently you can update a Twitter Card image of a web page and that image will be updated on Twitter.
https://developer.twitter.com/en/docs/tweets/optimize-with-cards/guides/troubleshooting-cards
I went to the Obama site, looked in the source code for the Twitter Card image, and investigated the EXIF data.
The EXIF data lead me to the copyright holder and photographer Chris Dilts. He is photographer that has been Photographing Obama and for Obama for years.
http://www.christopherdilts.com/#1
He posted, and likely took the photo on 5/30/2020 in Chicago. Here is his tweet with the photo now used in the Twitter Card for Obama's website.
https://twitter.com/chrisdilts/status/1266968796755099653
Here is the specific photo on Twitter.
https://twitter.com/chrisdilts/status/1266968796755099653/photo/3
So it is likely that the Obama Foundation didn't post this photo and the photo for the Twitter Card was different on 5/17/2020. The Twitter Card image for home page of the site was updated as was the image now displayed on Twitter.