Once you select the Option for Upload the next screen should be "Select the machine that created the files". I am assuming that you do not have any machines listed here. Select the option to "Add Machines Using Connected Farm". This will take you to the Fleet Side of the dashboard when you will select the option to "Create a new Vehicle" and select save. Back on the File Sync Screen select "Refresh". Select the newly added piece of equipment and select OK. You should now see a progress bar that the files are being uploaded. Once completed you will be taken back to to the main File Sync screen where you will see your file listed with a last Uploaded Date.