just my feeling based on being a Hobie customer (addict) since 2012, the Outback got a huge (amazing) redesign for 2019 and seems unlikely to have any big changes soon. more likely are small changes, like better (stronger) side accessory tracks...adding an Outback 360 model would seem to require a significant investment in new tooling.
On the other hand, the Revo line seems to be top of the list for a design update, possibly along the lines of the Outback (lower drag hull design, dual side steering, drop down rudder, rectangular hatch, Guardian transducer mount). This sort of significant change to the design and tooling might make it easier to add the 360 drive to at least one of the Revo models...maybe. hopefully.
cheers, roger