Hello Jamie, yes this is #TotallyCodable.
I don’t know how familiar you are with Wix Code but let me share with you the different things you will have to learn how to do:
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Create a Member Page
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Create 2 database collections (1 for Profiles, 1 for PDFs)
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Both database collections with have a matching field (for example EMAIL, so you can save a PDF with a specific email that matches the Profile collection)
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A table or index (dynamic page for index) to display the PDFs that match their email
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A dataset connected to table/index with a filter on the dataset to show only PDFs with matching email
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(Optional) An admin page for yourself, with a form to upload PDFs, if not, you can just do this from your Live database on the Wix Dashboard
You can learn how to do all those things by watching some videos. It will depend on your logic & creativity to put it all together. (You can also hire someone to tutor you privately or do it for you)
Links to videos to get you started:
Good luck on your project 