I don't have a hard time with most of these obstacles anymore. It seems that good quality rips of movies are pretty easy to find. However, I think torrent clients are just slightly beyond the scope of most people's technical expertise.
I used to have my mother set up with torrents. All her tv shows were downloaded automatically. Often times she would watch it live and then delete the file, but if she missed watching it live then she had that file waiting for her. Also if she wanted a movie or older tv show, then all she had to do was click on a link on her desktop and search the website for what she wanted. Click on the torrent and it would download to the proper folder.
These days it's the same except she clicks on something she wants and it is a nzb file. As well newly aired tv shows download for her automatically. I've noticed she doesn't watch as much live anymore. Though she is using Netflix more often now as well.