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Upload speed can definitely be a factor in usability. There is a 300mb limit on uploads via webdirect.
Other than that it's mostly already all there for you. I would script a button that uses "Insert File" to make it easier for the user. This will also allow you to control the file extensions that can be placed into the container.
As always, budget time for thorough testing.
Thank you so much! Great tip on file limit, good reason to stick to MP3 to avoid hiting the ceiling.