Hi, sorry for the confusion! It looks like you made your purchases through our online store, correct? Yes, we do offer discount pricing through our store (We are not currently able to do so through the Mac App Store). It looks like your original OO license was a family pack version while your OO Pro license is a single user. Please contact are sales team at
sales@omnigroup.com or calling 1 (800) 315-6664 and we'll help you get everything sorted out!