How can I upload purchases to a thumb drive

Hello Fran1k,

Welcome to the Apple Support Communities! Your iTunes purchases are stored within your iTunes Media folder. You can simply navigate to this folder and track down the songs you wish to transfer to your thumb drive. For more information on locating your music, see the following:

Locate and organize your iTunes files - Apple Support

http://support.apple.com/en-us/HT1391

Please note that if you transfer your iTunes purchases to a new computer, you’ll need to authorize the computer to play these purchases:

Authorize your computer in iTunes - Apple Support

http://support.apple.com/en-us/HT201251

You can also learn about downloading your purchases on another computer:

Download past purchases - Apple Support

http://support.apple.com/en-us/HT2519

Cheers,

Matt M.