Rory embarks upon a campaign to improve Lorelai's relationship with Jess, and convinces her to let him clean out their gutters so he can make some extra money. Luke, annoyed by his cramped living quarters, goes apartment hunting. With the help of Lorelai, Luke is able to find a great place, but is shocked when he finds out who owns the building. Meanwhile, Dean notices that Rory isn't wearing the bracelet that he made for her. Rory makes up an excuse, but later flips into panic mode when she can't find the bracelet.