…Lastly, my computer space still has over 440 GB available and my hard drive I work off of has 143 MB still available.…
Maybe my first step is understanding where the edit is saving when I go to send it back to LR? I am not sure, as I have not be able to locate any of my older works that were successful via this process.
If you are using the Edit In Photoshop command in Lightroom Classic, then where Photoshop saves the new Photoshop copy is the same folder as the original raw file. Maybe that is a clue, because…
…you said “the hard drive I work off has 143MB still available.” Do you mean the original files cataloged by Lightroom Classic are on that hard drive? Because that could very well reveal the cause. If it literally has 143MB of hard drive space available, then there is practically no space left on it. 143MB is only 0.143GB, or 0.000143TB. (There are 1000MB in a GB, and 1000GB in a TB).
So for example, if that is a 500GB hard drive with 143MB available, only 0.03% is available…basically zero free space. A single Photoshop file can easily be well over 100MB, so if it wants to do the usual thing and save it to the same folder as the raw original, there really could be no space left.
If those numbers are correct, the solution is to free up a lot of space on the hard drive you work off of; or get a larger one, copy everything to it, and relink the Lightroom Classic catalog to the new larger hard drive.
And yes, it is confusing to think about megabytes (MB), gigabytes (GB), and terabytes (TB). So it’s not just you, I had to do some Googling and calculating just to figure out these numbers.