Check out the Import Records | Folder option.
You can import an entire folder of pictures with this tool and you have options for inserting both path and filename into separate fields if that's useful to you.
I figured out how to do it. I had to recreate the file name by using my entered data. Import that filename with my data, then update my records by importing the folder with all the images, then associating that field with the file name and inserting the actual image in a different field. yay