It's possible. Assuming he gets one this year, both renew for next year and then after that renewal, the relocation window happens. It's normally a few days and you can relocate multiple times in that window. You may choose to do that because as people relocate, other seats appear. In short, it's a bit of a 'Runaround Now' moment.
Finally, it's worth logging on simultaneously on 2 devices to move each seat to a pair of spare seats. If you do them one at a time someone may nab the 2nd seat before you get it yourself.