Podcast Episodes

The Case Against Dating Apps

Dating apps promised to make finding love easier. Instead, many people feel more disconnected, discouraged, and lonely than ever. Ravi sits down with…

1 month ago

Eight Years in the Making

What did you used to want to learn, make, or finish? Guitar. Spanish. Salsa. The novel you've been starting for a decade.

We all carry an invisible l…

1 month, 1 week ago

The $40 Billion Money Pit

New York City spends over $40,000 per student — more than almost anywhere in America — yet its schools deliver painfully average results while enroll…

1 month, 1 week ago

Surprising Truths about Sex and Relationships

Everything we think we know about dating, sex, love, and marriage may only be half true. In this episode, Dr. Justin Garcia, director of the Kinsey I…

1 month, 2 weeks ago

The Mississippi Miracle

How did Mississippi — long seen as one of the worst states in America for education — become one of the fastest-improving in the country? In this epi…

1 month, 3 weeks ago

What if the Iran War Never Ends?

What if the Iran war never really ends—but instead settles into a dangerous, permanent limbo? In this episode, Ravi Gupta sits down with former Deput…

2 months ago

Grading Mamdani

Ravi Gupta sits down with Bradley Tusk to break down New York City’s mounting budget crisis, a $6B deficit, and the tough choices facing Mayor Mamdan…

2 months ago

Can You Predict a Recession?

What if everything you’ve been told about recessions is wrong? On this episode, Ravi Gupta sits down with economist Tyler Goodspeed to challenge the …

2 months, 1 week ago

Nobody Lasts That Long

Ravi sits down with legendary music biographer Bob Spitz, who pulls back the curtain on rock’s biggest icons and the forces that made them endure. Fr…

2 months, 2 weeks ago

Cuba Libre?

When Ravi Gupta was a struggling high school student, he pulled Jon Lee Anderson’s biography of Che Guevara off his mom’s bookshelf—and it became the…

2 months, 3 weeks ago