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To accomplish the upload multiple files to SharePoint 2003 barrier, so, here's the legacy software that securely while consistently upload multiple files to SharePoint at a time. Triumph over the barrier by upload multiple files to SharePoint utility i.e. PCVITA Express Migrator for SharePoint. Besides, the free trial version has the functionality of 5 items uploads at a time. But, for the entire upload files, you must purchase the full version.

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