Okay, so I'm new to this website, just sign in. But there's one thing that buggering me, and I don't know if this forum is appropriate or not.

So, here's the question. When I upload the split(s) of the game to the Resource section and someone downloads that split, does it make up a new one on Livesplit or other split or does it still retain my time segment?

(cmiiw)

It's always the new ones. If you upload the plain ones (is the one without the time segment; just the splits name), then your time segment will not be there after you upload it, thus you need to retimed it again (or so on).