I know the likes of Aberdeen have been poor for a number of years and Hearts are financially screwed if Romanov pulls out, but I still see Celtic, Rangers, Hearts, Hibs, Aberdeen and Dundee United as Scotland's six biggest clubs. As a result, any time we finish in the top six, I think it is a fantastic achievement.
I don't think you can ever have any expectations for cup competitions, as they are often decided by the luck of the draw (literally).