First you must setup a libreview account. You then give diasend these credentials so if can login to libreview and hoover up the libre readings.
There is no need for the uploader, that is just got dumb devices like BG meters.
As for your pump, I think that will be a problem. Most kit has software for Windows of Mac.
I used to use Linux (which you can run on some Chromebooks in place of Chrome OS) and ran something called Wine which is s windows environment to sort that, bug if is a big clunky and not for the feint hearted.
HTH