LR Not Sorting by Capture Time After Photoshop Edit

"Each file clearly lists the correct 1. Date Time Original, 2. Date Time Digitized and 3. Date Time (which is when I edited and saved). It is clearly sorting by Date Time not Date Time Original when we choose Sort by Capture. I bet Adobe needs to update the programming since "capture" isn't listed on files anymore and instead Date Time Original is."

LR maintains its own notion of capture date in the catalog. It sets capture date to EXIF:DateTimeOriginal if it exists, but if not, it uses the last-modified date of the file, which is often but not always EXIF:DateTime. When LR thinks EXIF:DateTimeOriginal is missing, it behaves very inconsistently:

https://community.adobe.com/t5/lightroom-classic-bugs/p-still-inconsistent-capture-date-time-for-photos-and-videos/idi-p/12664084

Your issue may be caused by LR not completely reading the metadata from the file created by Photoshop, with some parts of LR thinking EXIF:DateTimeOriginal is missing. There have been sporadic issues with this over the years, most recently with this bug acknowledged by Adobe:

https://community.adobe.com/t5/lightroom-classic-bugs/p-files-edited-in-photoshop-are-returned-to-lrc-missing-one-of-the-metadata-date-fields/idi-p/14326597

In this incarnation, LR often correctly reads the capture date from the PS TIFF but sometimes doesn't . The correct value appears in the Metadata panel and under the thumbnail but not in the Library Filter bar's Metadata browser's Date column.  The workaround for that bug is to select the TIFF and do Metadata > Read Metadata From File.

The same workaround might help with your issue.  When you see one or more files not correctly sorting by capture date, select them and do Metadata > Read Metadata From File.