Fortune makes Jax listen to her recap of the Bachelorette finale, which leads them into a discussion about some bad dates they had in the past. They then read stories from listeners who have also experienced dates gone wrong.

Fortune and Jax premiered the Sincerely Fortune podcast at the world's biggest comedy festival, Just For Laughs, in Montreal Canada! This episode is the live studio taping from the festival with comedian, Pete Holmes, who is also the star/creator of the HBO series, "Crashing."

Fortune and Jax talk about some exciting things going on in their lives. They share stories from their recent trip to Italy. And Jax weighs in on last week's episode where Fortune and Heather McDonald discussed whether or not to have kids.

Fortune sits down with her former "Chelsea Lately" officemate, Heather McDonald, who gives her advice on whether she and her partner, Jax, should have kids.

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People experience grief in many different ways; from losing a loved one or a pet to going through a divorce or the end of a friendship. Fortune sits down with her mother, Ginger, to discuss some of the really hard loses in their lives and how they dealt with that grief.

Most everyone at some point in their life has had a job that they didn't like. Fortune and Jax talk about some of their harder jobs from their past, and they share awful work stories that were submitted by Sincerely Fortune listeners.

Fortune sits down with comedian Jen Kirkman to talk about all things women, and what it's like to be a woman in today's world. They also reminisce about their time working together at "Chelsea Lately." 

In honor of Father's Day, Fortune and Jax surprised their dads with a phone call. They also share funny dad stories from their childhood and talk about the roles of fathers in today's society.

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Do you like a clean house or are you a person who gets messy? Fortune, her mom Ginger, and Jax discuss their very different approaches to keeping house, which can be a BIG deal breaker in a relationship. 

Fortune and Jax talk about the complexities of friendships and how those relationships can grow, change, or even end over time.