That’s quite a departure from how WC normally works! It appears to me like a custom interface needs to be developed. You can still leverage WC functionality and create gravity forms for the UI, but tying everything together will require a good amount of custom coding.
To find a developer to work with, look at https://jobs.wordpress.net/ or https://jetpack.pro/, or find one at a local WP meetup that happens in many metro areas worldwide.
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