We round out our first season with some super serious discussions like, "why October is the best month" and "getting hit in the face with a sports ball". We also do a deep dive into the anxieties of taking off work for a few weeks and leaving all of your responsibilities in others' hands.

An insightful email from a friend of the pod has us wondering: Is the often shared experience amongst co-workers of "hating on the boss" (or gossip in general) poison to a work friendship? Is the relationship tainted because it's stemmed from negativity? Or do all people in the workplace simply need a space to vent?

As we head into a brief hiatus, we read some listener emails as well as a listener's own FFW meet-cute story!

Producer, friend, and general badass, Jennifer Tisdale, joins us this week to discuss a burning question we all have: When is the right time to friend request someone from work on social media? Other super relative topics of conversation include hiking, "boobquake", and TVs in bathrooms. Get into it!

We talk with Stephen Cashmere about what it's like to be a freelance producer, often working with or even managing your friends, and how to stay positive when you're "in the trenches". He also gives us possibly the greatest FWF of all time.