In the Glowforge interface, raster images are treated as engraves, and if they are separate raster images, you will get a separate operation set up for each one.
So the question is, are those raster images? If the text was created in Photoshop, they likely are.
If they are vectors, I would check to make sure that the exact same color was used to create them. There are many shades of black, and the interface will give you a separate operation for each color it sees, even if it looks the same to us.
The two rectangles are obviously vector paths, and they are the same color, so you get one operation for it. You can either cut both or convert both of them to a Score.
But in the Glowforge interface, any artwork, whether it is raster or vector, that is completely enclosed inside of a closed vector path is treated as a Group by the Glowforge interface, so you can move it around for placement easily. That’s why Text 1 moves around with one of the rectangles, and Text 2 moves around with the other one.
Does that clear it up or confuse the issue further?