Caitlyn Jenner Shares Her Failures

1. The Reluctant Star

You’re gonna want to go his way. Lenny Kravitz joins Carlos to get real about his special relationship with ex-wife Lisa Bonet, the powerful energy of love and why we’re lost in this political moment. Don’t miss his advice to young hustlers and see his Bahamian paradise.

2. Survival Skills

After his wife, Chrissy Teigen, lost their third child late in her pregnancy, John Legend delivered an emotional tribute to her at the Billboard Music Awards this week, with the song “Never Break.” In an interview with Carlos taped earlier this year, Legend shares the epic details of their love story — as well as the resilience it took for him to stay on the path to stardom.

As transgender issues take an increasingly visible role in our public discourse, their visibility owes a lot to Caitlyn Jenner, who, competing as Bruce Jenner, won an Olympic gold medal in 1976. Five years after publicly transitioning to female, Jenner reflects on her whirlwind journey with Carlos, revealing a new side as she talks about parenting, politics and mental health — as well as where she thinks she failed as an activist.

2. Hit the Accelerator

The only Black driver on NASCAR’s top circuit, Bubba Wallace flexed his muscles this summer when he pushed NASCAR into banning the Confederate battle flag at its events — and thrust himself into a national controversy hotter than his engines. In an age when many athletes are afraid of alienating part of their fan base, Wallace is at ease as he tells Carlos he’s OK with pissing people off as long as he’s being true to himself.

What on earth is going on in America right now? It’s a question the rest of the world is asking — and one that those of us who are here wish we could better answer. Enter the BBC’s Katty Kay and OZY’s Carlos Watson, two people uniquely positioned to give listeners across the world fresh insight into these 50 states. They dissect American identity, racial bias, politics, recession and public health in a groundbreaking new podcast from OZY and the BBC: When Katty Met Carlos. The latest episode will be released later today — be sure you don't miss it by subscribing now on Apple Podcasts, Stitcher, the iHeart Radio app or wherever else you get your podcasts.

1. Bursting the Bubble

It’s simple, poetic even: “Get out of your own a**holes!” That’s the advice dispensed by comedian and self-admitted liberal elite Chelsea Handler as she takes us on a tour of her quest to get to know overlooked parts of America. This episode will make you laugh — and make you think.

2. The Trash-Talking Unifier

What’s it called when white women relentlessly heckle comedians? “Karen syndrome,” says Aida Rodriguez, the rising-star comedian who’s able to dish out insults with abandon and has some choice words for Taylor Swift. But Rodriguez, who struggled and was even homeless for a time, finds a way to elevate and bring people together in the process.

Hand-picked by Ava DuVernay, Merawi Gerima is an artist well-suited for our time. The mind behind the Netflix hit Residue will make you care about gentrification and its impacts on his hometown, Washington, D.C. His community-based explorations of race make him a figure worth getting to know.

Talk about a cure for 2020. One day eight years ago, Oge Egbuonu walked into a Los Angeles yoga studio and walked out a changed woman. She became “addicted to restorative yoga,” as she tells Carlos, and started teaching others. The practice helped Egbuonu become the powerful filmmaker she is today, as the director of (In)Visible Portraits, a documentary spotlighting Black women.