Yes—this can be automated, but the key is to resize each image proportionally and add padding to make it square rather than blindly cropping. If you crop in batch, you risk cutting off the product because the subject position may vary, so manual cropping may still be needed if a tight square crop is required.

In Photoshop, a batch workflow such as Image Processor Pro can resize images to a target size while keeping aspect ratio, which is the safer approach for mixed portrait/landscape files.

A simple alternative is IrfanView, which has a batch mode with advanced options for resize/crop/canvas operations and is well suited to making images square in bulk.

General workflow:

1. Resize each image so its longest side matches your target square size.
2. Extend the canvas to a square using a background color or transparency.
3. Save/export in your desired format.

If you need every image tightly cropped to square around the subject, that usually can’t be fully automated unless subject placement is very consistent.