Can you be a little more specific in your question. For example, using the Magento Demo data I can see that I can add the same simple product to other configurable products.
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I see you taged this Magento2. Is this a Magento or Magento2 question?
I am assuming you already have a eBay Developer account to start test?
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You will not find an easy solution for integrating Magento 1.x with Oracle. It is theoretically possible to do so but will require some work. There is no published documentation that I am aware of to do this
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You will have to get a Magento Module created or go with a shipping extension that can work with the CSV files.
Webshopapps is a good one
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You can set this up as a virtual product but you would have to customize the Grouped or Bundled product types to allow for a virtual. I think doing that would cover everything you want to do.
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