Hi, boltsnow...welcome to FlyerTalk. Interesting handle, by the way. Must be a story there somewhere...

Mileage upgrades for each leg of an EWR-PUJ trip are 15,000 miles per person. There seems to be a common glitch in the section where the entire trip upgrade is offered; if you select that option, the correct total would be displayed. In your case, it would be 60,000 miles for both people for the round trip.

The interactive reward chart is here, by the way.