Gayle begins the series with the love of her life, her dog-ter, Chelsea. The two go for a walk in the city and visit Gayle’s hairdresser, Roberto. Not only does Gayle get her hair done, but so does Chelsea. Roberto names Chelsea one of his “best customers ever!”

The second podcast of the series follows Gayle and Chelsea as they wake up and prepare for the day. It takes some effort on Gayle’s part to convince Chelsea to eat breakfast. Then we are introduced for the first time to Gayle’s mother, Mildred. Gayle and Mildred speak on the phone, with single Mildred stating very strongly that not a single man that she has seen recently interests her.

Gayle and Mildred, the mother daughter team of the series, hit the streets of New York speaking to other mother and daughter combos about their relationship.

Gayle explores the interesting people that hang out along the Hudson River park. She also meets a few that don’t wish to be in the podcast; maybe they are celebrities? Who knows!

Gayle introduces us to Aaron Braunstein, a shock jock and a boxing promoter as they prepare to do a radio show.

Gayle joins shock jock Aaron Braunstein on his radio show. The two brainstorm a new show.

Mom prepares lunch for the staff while Gayle is out. She returns to and is shocked at what she finds prepared.

Gayle and mom go out looking for a double date, both online and on the town.

Gayle and Chelsea head out on a one month road trip. First stop Hudson City B&B including a video Skype call to mom.