Michael Cruz Kayne (A Good Cry podcast, The Late Show with Stephen Colbert) competes to cheer Josh up. During a game of Good Grief, Michael gives terrific answers about the best ways to be sad (it's funnier than it sounds). He then donates his winnings to The Hole in the Wall Gang Camp. Plus, pep talks for people about to cry in public and parents. Donate to The Hole in the Wall Gang Camp: https://www.holeinthewallgang.org/get-involved/#donate Listen to Michael's podcast, A Good Cry: https://headgum.com/a-good-cry Learn more about your ad choices. Visit megaphone.fm/adchoices