You are putting together pieces of two different things, the price you paid versus what the announcement said. They do not go together.
The announcement for 2019 says that the price from any previous version is $395 USMSRP, except if you are entitled to a lower price under the terms of a previous special purchase. If you bought the 2019 upgrade and were charged $295, that means you were entitled to that price under the terms of a previous purchase you made.
To clear up another narrative that seems to have cropped up from nowhere - no, when the introductory pricing ends, that does not mean owners of previous versions have to buy at full price of a new seat. We've never done that, and have no intention of ever doing so. We typically have had tiers, so for example there would be a price for those who upgrade from 2018, and a price for those upgrading from any earlier version. We'll have a specific announcement on that pricing before the introductory offer ends. (Just for reference, I think that it was $495 and $595 after the introductory offer last year, if I recall correctly.)