Comedian and actor Sam Jay talks with Damon about the highs and lows of writing for comedy and show business, the brokest things they've ever done on the road to success, and how to balance making money with fulfilling one's passion. Then, on Dear Damon, Alzo Slade returns to the show to help Damon advise a listener who wants to unmask for the first time since the start of the pandemic this summer.Chapters:0:30 - Intro1:40 - Sam Jay Introduction5:15 - What's the Brokest thing you've ever done?9:05 - A Conversation About Money17:20 - No Longer Starving Artists21:15 - How Do Road Comics Make Money?27:42 - Damon Hates (Pittsburgh's culinary scene closes too early)29:30 - Dear Damon with Alzo SladeLearn more about your ad choices. Visit podcastchoices.com/adchoices