Sit back, relax, and enjoy this delightful tale of Jack's recent experience with depression masked by a coffee addiction! This story has everything: substance abuse, mental illness, puking in trash cans, pugnacious fish, and benzodiazepines. Need I say more?

The conversation continues! Part two of Jack's conversation with his sister, Kate, reveals the worst dates of their lives along with the secrets of crafting a great dating application profile.

Jack answers 23 questions women have for men from a Buzzfeed article. He describes buying condoms for the first time, the spectrum of sexuality, and settles once and for all the debate on the existence of blue balls.

Jack talks with his sister, Kate, about her experiences with online dating. She sheds light on the apps that get the best dates, weird profiles, and bad dates!

Ghosting is when someone abandons communication with someone without explanation. The term can be kind of confusing because a ghost's presence is felt, either physically, visually, or auditorily, whereas when someone is "ghosted", the ghoster's presence is entirely lacking and they are nowhere to be found. Just thinking this through as I type this out. Anyway, Jack has heard the effects of ghosting on many women he knows, so he offers a few thoughts on why this might be happening to people!

Jack tells of his confusing relationship with the hair on his body. He can't predict its next move and he describes his philosophy on dealing with it. In this episode, the word "scourge" is said twice with two different pronunciations. That was intentional, and everyone who writes in to tell Jack the proper way to say it will get a special surprise in next week's episode!

Jack remembers some of the terrible moments from his life that continue to haunt him to this day. But he might have an idea for a way to work through these painful memories.

Jack talks with his friend, Fran, about her thoughts on Complaint of the Week #1. They talk about how making offensive jokes can push us forward or hold us back, and Jack tells stories of being called out by teachers in school.

Jack responds to some questions from listeners!

Jack talks with his friend, Seth Clayton, about expression and communication. Why is it difficult for some of us and is it really that important?