When Elaine Welteroth was appointed editor in chief of Teen Vogue in 2015, she was the youngest and first black editor in the publication’s history. She set out to transform Teen Vogue into something more than just a fashion magazine...but Elaine had taken the helm of a publication in crisis.

Jerry Colonna was a high-flying venture capitalist in New York City at the height of the dot-com boom. He looked like the picture of success—but as time wore on, he felt more and more like a fraud. And when the boom went bust, it all began to unravel for him. Alex talks to Jerry about that struggle, and about how it led him to his current life as one of the most in-demand executive coaches—who just happens to be Alex’s own executive coach. This episode discusses suicide and mental illness. If...

Actor Erika Alexander came of age at a moment when there were lots of Black TV shows airing in primetime. She got her break in the early ‘90s with a role on the Cosby Show, and found fame as fast-talking lawyer Maxine Shaw in the hit sitcom Living Single. But then the number of Black sitcoms airing on the major networks dwindled, and so did roles for Black actors. In this conversation with The Nod’s Eric Eddings, Erika talks about navigating Hollywood after that Black entertainment boom went...

Gretchen Carlson, the long-time co-host of Fox & Friends, set off shockwaves in 2016 when she filed a lawsuit alleging sexual harassment against Fox News chairman Roger Ailes. Just two weeks later, he was ousted from the network. But it had taken years of enduring abusive behavior before the former Miss America spoke out — and she's not done yet.

Steven Canals was a virtual unknown when he co-created the award-winning TV series Pose. Set in the 1980s ballroom scene of New York, the show is unlike any prime time television drama that had come before it — and that is in large part because Steven Canals is unlike most other show creators in Hollywood. But getting Pose to the screen meant more than breaking down barriers for Steven; it meant coming to understand that the story could not be told without him.

Jeff Ullrich was a struggling business manager with a drinking problem and a waning sense of professional direction when, in 2010, he saw an opportunity: podcasting. It was a brand new medium, and no one had really tapped its potential. Together with comedian Scott Aukerman, Jeff founded Earwolf, one of the first podcast networks, and developed shows like How Did This Get Made? and Comedy Bang! Bang!. Jeff was one of the biggest names in the industry — and then he made a decision that got him...

When Edouardo Jordan’s Seattle restaurant JuneBaby won the James Beard Award for Best New Restaurant last year, it was the first time that an African American chef had won that particular honor. Edouardo won for a restaurant that reclaims black southern food and proclaims its history. But he had spent years overlooking his culinary roots as he trained in high-end kitchens. It was a path he started down when, as a lowly cook in Tampa, Florida, he talked himself into a job at the famed...

Dave Morin’s love for the internet began when he was a geeky kid in Montana. By his early 20s, it had led him to Apple and then to Facebook, where he became employee number 29. He helped the company innovate, pursuing a deeply-held mission: letting people be themselves and share their lives on the internet. But when Facebook began to shift, deprioritizing user privacy, Dave left the company. And he tried to create his own social media utopia.  

Anna Chlumsky became famous virtually overnight at the age of 10, when she starred in the 1991 hit My Girl opposite Macaulay Culkin. And then, a few years later, she disappeared. She left acting completely and decided to become something else: an utterly normal college student, who set off on an utterly normal career. Anna tells Alex about that time in her life, about her eventual return to acting, and about playing Amy Brookheimer on the HBO show Veep. She’s earned five Emmy nominations in...

In the days after September 11, 2001, Kenneth Feinberg took on an unenviable task. Congress had created the September 11th Victim Compensation Fund, and it was his job to figure out who should receive money and how much they should get. But much of his time was spent doing something else: listening to people’s stories. Nearly two decades later, he’s still the person we turn to in the wake of our worst catastrophes.

Today, we bring you an episode of Gimlet's new show launched in collaboration with The Cut from New York Magazine. 

Paul Holes was starting out in the field of criminology when, one day in 1994, he spotted a filing cabinet in the library of the crime lab where he was working. He opened a drawer, pulled out some files, and discovered the cold case that he would spend his entire career trying to solve. He did it through a trial and error process that involved old-fashioned detective work, new technology, and countless wrong turns before he finally found himself at the Golden State Killer’s front door. 

In 1998, Patty McCord joined a new company called Netflix. Her title was chief talent officer. And over the next ten years as Netflix grew (and grew), she and CEO Reed Hastings built a new kind of workplace. They threw out all the usual rules -- no more expense authorization forms or vacation requests -- and focused on creating a culture of excellence. But that culture of excellence didn’t come only through hiring the right people. Patty had to get good at firing, too. See the original...

During the dot-com bubble, Henry Blodget was making millions of dollars as a top analyst on Wall Street. But when that bubble burst, his fortunes changed. He became the public face of a Wall Street corruption investigation that ended with the SEC banning him from the securities industry — for life. Henry tells Alex about the supreme shame of that moment, and about how he eventually started over by founding a new venture, Business Insider.

For many businesses, it’s all about looking forward. New trends, new brands, new verticals. But Sharon Price John sees a different path: one that involves looking to the past. She has made a career of reinvigorating forgotten and failing brands, including Nerf, Stride Rite, and Barbie Fashions. But her career hasn’t been all success all the time. Alex talks to Sharon about a bet she made that went very wrong, and about her biggest turnaround yet, as the CEO and President of Build-a-Bear...

Before 1970, the most popular radio stations in the U.S were run by white people. But that all changed when Percy Sutton helped to form Inner City Broadcasting with the mission of putting black programming in the hands of black people. Together he and his son Pierre—and later Pierre’s daughter, Keisha—built a radio empire. But it was about more than just entertaining listeners; together they changed the culture and radically influenced how radio stations and record labels treated black...

Director and screenwriter Sam Esmail’s TV series Mr. Robot was an immediate hit when it premiered in 2015, turning him into one of the most in-demand showrunners in Hollywood. But he didn’t have an easy path to that point. Sam was 38 by the time Mr. Robot launched. He’d worked all kinds of jobs -- including a stint as a startup founder -- and seen all kinds of setbacks. Sam tells Alex about the stuff that came before, and about why he couldn’t quit trying to make movies, even when success was...

The first episode of Gimlet’s latest release: Conviction. This investigative series explores the dark truths about the criminal justice system in America and the developing case of Pedro Hernandez. Pedro’s case has gained national attention as an egregious example of systemic police corruption and the failings of the American justice system. As the story unfolds, we are introduced to two complex men: private investigator Manny Gomez and NYPD Detective David Terrell, who are fighting each...

In November 1995, Ira Glass quietly launched the first episode of This American Life. The rest, as they say, is history. Today his show is a colossal success and Ira Glass is a household name. But in the intervening two decades, Ira has left an indelible mark on the industry by helping to shape hundreds of podcasts and as well as hundreds of podcasters—including Alex. On this episode, Alex sits down with his mentor and former boss to talk about the early days at This American Life, what Ira...

When Julie Schwietert Collazo heard that migrant families were being separated at the U.S.-Mexico, she wanted to do something to help. But how could she, just one person, thousands of miles away from the border, actually make a difference? Julie tells Alex how she found one tiny way that she could help—and how doing that one tiny thing turned into something much larger than she ever could have imagined.To learn more about Julie and Immigrant Families Together, check out...

Caterina Fake was on her way to life in academia as a Renaissance literature scholar when the tech world came knocking. She co-founded Flickr, the hugely popular photo-sharing site, and started a handful of other tech companies. These days she runs her own VC investment firm and is regarded as one of Silicon Valley's top visionaries. But spend five minutes with her and you'll realize she has not left behind her academic roots; instead, she brings that mindset to everything from predicting the...

Twenty years ago, Steve Jobs had an idea: he wanted to build an Apple store. Something sleek and iconic and unlike anything else in retail. But he had no idea how to do it. So he called someone who might: retail genius Ron Johnson. Ron tells Alex the story of what it was like to work with Steve and help transform Apple into a household name. And Ron talks about life after Apple—which included a huge and humbling failure.

Janice Bryant Howroyd’s company started in the front of a rug shop with just a phone, a fax machine, and a lot of hustle. 40 years later, that company is a huge multinational serving some of the biggest Fortune 500 companies in the world. It earns over a billion dollars in revenue, making Janice the first African-American woman to start and run a billion dollar business. But her journey to CEO wasn’t an easy one. Janice talks with Alex about the people who encouraged her down that path, and...

When you run a company, you hear two pieces of advice over and over again. One is that you must persevere at all costs. And the other is that you have to be ready to pivot on a dime. To persevere or pivot: it can be hard to tell which is right. But when Evan Marwell set out to tackle a huge national problem seven years ago, he didn’t really have to choose. Persistence is his default. Evan tells Alex the crazy story of how he helped to bring high speed Internet to American school children —...

NBA player Andre Iguodala plays for one of the most dominant teams in the league, the Golden State Warriors. Before that, he was the number one option for the Philadelphia 76ers. Andre talks with Alex about playing for a team where everyone loves you...and what it’s like when they don’t. He says what he really thinks about teammate Steph Curry, and Andre answers an age-old question: are sports really a metaphor for life?