As far as I can remember, OmniGroup has never lowered their prices or had any significant sales. I could be wrong about that though.

I'm sure they know what's best for their business and price accordingly, but personally the only software I own from them is OmniFocus. The reason I haven't bought more is nothing special--cost vs. utility. I'd love to use more of their stuff to enhance blog posts or presentations, but I don't see it happening their $50+ prices unless I have some very specific business purpose or I have a lot more disposable income.

Training people to wait isn't that much of a negative. New people who don't know to wait always show up, and the people you train to wait ensure you have a heavy secondary market (see Trade Paperback books, second run movie theaters, etc.)