Host Chana Joffe-Walt worries she’ll have regrets in 20 years. So she finds someone 20 years older than she is to gauge how bad it gets.

Comedian Kurt Braunohler makes a wrong choice, for his own amusement.

We close the show with one more excerpt from Lindy West’s book, Shrill.

(Podcast and Internet Only) Another tragic figure this year is the head of the Republican National Comittee Reince Priebus, who has the job of holding the whole party together. A grueling and thankless job, this year.

We’ve been wondering about some of the things President Obama thinks about the current election, but can’t say publicly. But since he hasn’t told us his thoughts explicitly, we asked singer/songwriter Sara Bareilles – who did the Broadway musical “Waitress” – to imagine those thoughts for us.

Reporter Hillary Frank finds out there is this tradition going on in her town, where big kids take over younger kids’ parties—and she investigates how one kid goes from freaked out to an instigator.

Producer Neil Drumming tells the story of his dad and his family’s timeshare in Orlando, Florida.

The first day on the job inevitably means mistakes, mishaps, and, sometimes, fiascos. A true story, about a rookie cop, told by the cop.