Warner has started doing low run issues of DVDs of less popular, but still requested shows. So how do you make your voice heard?
Get on FaceBook or Twitter and ask Warner Archive if they've considered putting "Love, Sidney" out. Warner has started doing lots of low runs of DVDs using their Manufacture on Demand (MOD) program, and this could be a candidate for release through there.

I've asked them and the first time they said "minor music issues" exist with the show meaning it could conceivably be released at some point. Another time they said licensing issues prevent a release for the current time being. I think if more and more people request it, it will likely see a release at some point.