I had a trick for getting 2 years for the price of one, and it's working again!
You can still kinda do it. Select the plugin with the expiration date the farthest out
(or buy a NEW cheap plugin and use it). Then pick what you really want to update.
Everything will update to the new date, which is one year from
that plugin with the farthest out expiration date (the NEW plugin if that what you did -
getting you two years for the price of one!
Right now my One Knob Pumper is out of WUP, and my Bass Rider is about to expire.
If I were to pick those two, and use my SoundGrid Studio as the "farthest out" expiration,
which expires in June of 2021 it would extend them ALL to June 2022! 2 Years for the price
of one!