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I would definitely not add the text into the backend. Instead, I would add it to the front end template.
Tip: change the repeater field layout to ‘table’ to streamline the image / file columns.
You can then upload the 10 images and 10 files at the same time.
Then in your template, you can loop through the rows of data and use the row index (counter variable $i) to find the corresponding label (labels stored in an array in the template file).
Then you client just needs to order the images correctly in the back-end. Easy
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