Blondini: I am assuming in another year or so most of my concerns should be no longer an issues when Sky introduces HD TV or am I still going to have issues?
No. Sky will only be transmitting some channels in HD - as discussed above you can't make something like ESPN any better than the feed that Sky are receiving here.
Things such as the movie channels will be in HD first - don't expect to see more than a handful of Sky channels actually broadcast in HD. TV1, 2 and 3 will have more stuff to broadcast in HD than Sky such as virtually all British and American shows but none have really given many details.