Jackson is piqued because Sookie hasn’t picked up on his hints he wants to move in with her, and petulantly refuses to bid on her basket. With nobody else making a move, Andrew from Stars Hollow Books puts in a bid for it. At this point, Andrew appears to be single, but it’s unclear whether he wants the delicious basket, or Sookie herself. He certainly doesn’t seem worried about upsetting Jackson.
The point where Andrew and Jackson’s names are said together is almost certainly a joking reference to Andrew Jackson (1767-1845), lawyer, soldier, and statesmen who served as the 7th President of the United States, from 1829 to 1837.