Larry is joined by journalist and author Tiffany Cross and they begin their conversation by discussing the racial obstacles Tiffany faced during her time at MSNBC and how her passion for storytelling developed. They then dive into her new podcast 'ACross Generations with Tiffany Cross', and talk about how the show touches on, and attempts to bridge the gap between, the psychological motivations between different age groups in our society (17:55). This leads to some deep examinations on the keys to personal success, the importance of maintaining healthy dynamics within all facets of life, and the value of giving versus receiving gifts (30:20). After the break, Tiffany shares a personal story of interviewing her mom for the ‘ACross’ pod and explains the biggest existential issues stunting Black relationships today (47:01). Larry and Tiffany end the pod by shining a light on Tiffany’s new political podcast ‘Native Land Pod’ and debating the viability of African-American Trump voters (1:06:05). Host: Larry Wilmore Guest: Tiffany Cross Producer: Chris Sutton Learn more about your ad choices. Visit podcastchoices.com/adchoices