Social scientist Arthur Brooks says that many successful careers start with generating new ideas, and then end with teaching with them. “You start off as an inventor, and you finish up as an instructor,” the Harvard Kennedy School professor says. This episode, hear Arthur’s research about how your strengths change as you age, and how knowing all this can help you plan your career moves more effectively. 

Jessica Powell ran communications for Google, making her one of the most powerful voices in the PR industry – until she quit. This episode, hear a conversation about what it’s like to leave a job when you’re not sure what’s next. Plus, hear Jessica’s tips on how to decide a job is no longer working for you. 

Many of our guests share something in common: they have morning routines. So what's going on during these first hours of the day, and how do we get the most out of them? This episode, writer Dan Pink joins us, and he tells us about the three different kinds of people: the larks, better known as morning people, the night owls, and the third birds. Plus, hear his advice on how to manage your time more efficiently.

Leah Busque Solivan founded TaskRabbit, the online marketplace where people get help with small jobs like cleaning, or building furniture. She built it into a multi-million-dollar business, and then in 2017, Ikea bought it. This episode, hear Jessi's conversation with Leah as they talk about what it's like to build a company from the ground up and then walk away from it.

Actor Laura Linney has played roles in everything from Ozark to The Truman Show, and she’s learned a thing or two about handling the critics. This episode, hear Laura talk with Jessi about what makes good criticism, how she approaches her creative process, and the advice she has for people wanting to get into the entertainment industry.

This episode, Jessi gets out of the office and heads downtown to eat at a 99-year-old Chinese restaurant. Hear her conversation with Wilson Tang of Nom Wah Tea Parlor, as the two talk about what it’s like to inherit a family business, how Wilson added his own modern touch, and how he grew a small family restaurant into a global brand.

In the decades leading up to her breakout book Bad Feminist, Roxane Gay wrote every day, not knowing if anyone was ever going to read her work. It wasn’t until she was 40 years old that she had her first taste of commercial success. This episode, hear Roxane and Jessi discuss how the writer persevered through all those years of rejection, how she teaches writing to her students, and what it’s like to write the deeply personal memoirs that Roxane has become known for.

Jerry Colonna was called “the Prince of New York” by New York Magazine for his success as a venture capitalist. Then his life came to a hard stop when he fell into depression and realized that his work wasn’t all it was chocked up to be. He turned his life around when he started coaching CEOs, and found out that what those business leaders needed, he could give. Now hear the executive coach’s thoughts on how to mindfully bring emotions to work, and why tapping into pain points can improve leadership

Hello Monday is back for Season 2, and Jessi kicks off with a conversation with actor and podcaster Anna Faris. Anna's best known for her roles in the Scary Movie series and The House bunny, but starting a podcast changed things. She said, "I wanted a platform where I could feel like I was myself, that wasn't controlled by anybody else."

Today, contractors make up a third of the workforce. We're talking about drivers, designers, even doctors. It’s a number that’s climbing steadily. So how do they get insurance? Sara Horowitz is working on just this. Having spent more than two decades cultivating the Freelancer’s Union, she's now the CEO of Trupo, a new benefits startup. Plus, a conversation between Jessi and her producer, Laura Sim, who is also a freelancer.