Issa Rae Reflects on Career Highs, Lows, and the Fear of Losing It All

For the final episode of Not My Best Moment, KevOnStage looks back at some of the best moments and conversations from the season. From funny stories and tough setbacks to lessons learned and moments of growth, this episode highlights some of the conversations that made the season special. Featuring moments from RaeShanda Lias, Corey Barrett, Tony Baker, Tabitha Brown, Anthony "Spice" Adams, Melanie Goolsby and Kalen Allen. Thank you to everyone who watched, listened and supported Not My Best Moment throughout the season.

Before becoming a showrunner, writer, producer, director and author, Felicia Pride had to take some major chances on herself. dFelicia joins KevOnStage to talk about her Not My Best Moment, the experiences in Baltimore that pushed her to make a change and what ultimately brought her to Los Angeles to pursue her dream of becoming a writer. At 35, she was still determined to build the career she envisioned, even when the path was far from easy. She opens up about the lessons she learned along the way, from losing a home and starting over on the West Coast to building a career that would eventually include writing on shows like Bel-Air, Grey’s Anatomy and Queen Sugar. Now, Felicia is taking on one of the biggest chapters of her career as the creator, showrunner and executive producer of Netflix’s A Different World sequel series. She gives us a peek at what fans can expect as a new generation heads to Hillman College while honoring the legacy of the original series. A Different World premieres September 24, 2026, exclusively on Netflix. Tell a friend to tell a friend and support the next chapter of Hillman! For more, follow Felicia Pride @feliciapride on social media. See omnystudio.com/listener for privacy information.

Before the hit records, Grammy nominations and success, KEM had to find his way through some incredibly difficult seasons of life. KEM joins KevOnStage to talk about navigating addiction and balancing credit cards while still holding onto his dream of making music. He reflects on the faith, discipline and perseverance that helped him rebuild his life, bet on himself and eventually create the career he envisioned. It might have been hard on his credit, but he found a way to make it happen. KEM also opens up about what those early struggles taught him, how he’s stayed grounded throughout his success, why he still loves singing the fan-favorite songs that helped build his career and the new chapter he’s creating with his latest music and Kemistry Records. For more KEM please visit his website: musicbykem.com Follow KEM @musicbykem See omnystudio.com/listener for privacy information.

Angel Laketa Moore, Kev’s co-host on Here’s the Thing, joins Not My Best Moment to talk about her journey in entertainment since moving to Los Angeles in 2003. From being cut from TV pilots and table reads to losing roles on shows like Black-ish and Are You There, Vodka? It's Me, Chelsea. Angel has experienced plenty of moments where things didn’t go according to plan. She even reminds Kev about the time she got cut from one of his own shows. Angel and Kev trade stories about the grind of the entertainment industry, the importance of having people around you who push you to get better and why building your own audience has become such an important path to success. Angel also opens up about hiding her pregnancy to keep booking work, becoming a successful podcast host and influencer and continuing to make a name for herself as the industry evolves. For more of Angel and Kev Please Tune into Here's the Thing podcast. Follow Angel @thatchickangel on socials. See omnystudio.com/listener for privacy information.

MAJOR. joins the podcast for a wide-ranging conversation about his music career, acting and the moments that have shaped his journey. MAJOR. shares the story behind his name, including why his mother chose to call him Major, and reveals how joking around and singing about a chicken salad sandwich unexpectedly turned into a hit song. He also opens up about his recent experience with the Grammys and why he decided to write an open letter addressing concerns around the category process. Plus, MAJOR. gives a glimpse into what’s next, including new music that fans won’t want to miss. Be sure to check out MAJOR.’s latest release and keep up with him on social media @nowthatsmajor See omnystudio.com/listener for privacy information.