I don't understand the pricing of the Outlier dictionary. I seem to have Expert and Essentials. The latest upgrade to Essentials would cost me $19.99. Is that correct? Just asking. I had assumed that buying the dictionary would include the upgrade. Not complaining, I just don't find it clear.
It's a one-time purchase where you automatically get the upgrades. If you aren't getting the upgrades, there might be something amiss with your Pleco account (purchases not synched with your ID, etc)