multiple dropbox uploads

Yes you can upload multiple files to Dropbox: https://www.jotform.com/help/77-Upload-to-Dropbox-with-JotForm 

Just keep in mind that in Dropbox the individual max file size is 300MB. Files over 300MB are not being forwarded to Dropbox, but you can download them from your JotForm storage: https://www.jotform.com/help/33-Changing-the-Upload-Size-Limit 

Let us know if you need more help, we will be glad to assist you.