Not sure if you’re still struggling with this,
@TKG, or what exactly what device your using, but there are two ways to upload photos here, IMO.
The first is by clicking the little picture icon (next to the smileys) when composing your comment. (I think this is what you’ve been trying to do.) This will prompt you for a url link to the photo you want to share. That photo needs to be hosted somewhere, though — Flickr, Instagram, Imgur, one of the permitted MSM or LE web sites, etc. The benefit is that because the file is being hosted elsewhere, it lets you share a huge, hi-res image if you want.
The second way is to just go the photo album on your device, copy the photo(s) that you want, and paste it/them into the comment. There is a file size limit though (not sure what that limit is) so you will probably need to download an app to convert your pics to something the WS software can handle. “Image Size” is a popular app for the iPhone/iPad. I’m sure it or similar apps are also available in the Android ecosystem.
All of the above is AIUI.
Good luck tomorrow and be safe! I look forward to living vicariously through you and the other searchers!