Hi

Check the link

http://www.codeproject.com/Questions/228074/how-to-manage-file-upload-control-inside-grid-view

http://stackoverflow.com/questions/17294180/multiple-file-uploading-using-gridview-in-asp-net

a normal file upload control selects file from file explorer window but it require postback like button click event to read and perform actual upload action to DB.

In your case you need a immediate file upload capability so i will recommend using AjaxFileUpload control