Do you get the timing-out Replay button when you resume watching? If you hit that button, then the video starts again from the beginiing.
I guess if you wanted to leave it at the beginning for the next viewing, then a workaround would be to press the Replay (to restart the video), then immediately stop the video. Then next time it would start at the begining again (or at least just a few seconds in).
Just a suggestion, as I'm also not sure how you can clear the viewing position of a video. In media players like Plex, you can toggle a video's status to Not-Viewed which results in it starting from the beginning again. Perhaps SkyBox need a similar control on each video on the video directory menu?