You don't say where you plan to travel. Since your miles are in US, you're likely looking at *a awards for both of you, with his to be pursued by transferring to Aeroplan or ANA. Before transferring, you'll need to identify when there are two seats available in the class of service you want for the desired route/destination on any of the alliance partners that serve those routes. KVS, ANA tool and Expert Flyer are among the methods for determining award availability. Then after pushing his miles into a *a partner program each of you needs to get on the phone with the respective award desks and ask them to book the flights you have flagged as available. Suggest you carefully read the stickies on this and other forums to get more detail on tips/tricks/policies for alliance award bookings.