Libsyn Directory

From Girlboss to Trust Fund: Sophia Amoruso’s Bold New Era (Ep 338)

Release Date: 07/03/2025

Dr. Shefali on Conscious Parenting and Why Your Child Isn't Your Project (Ep 352)

Why Not Now? with Amy Jo Martin

What if the greatest gift you can give your child has nothing to do with parenting techniques? In this conversation, Amy Jo Martin sits down with world-renowned clinical psychologist, New York Times bestselling author, and founder of the Conscious Parenting movement, Dr. Shefali, for an honest discussion about what children are really asking of us, and why the work begins within ourselves. Together, they explore why so many parents feel pressure to optimize every moment, manage every outcome, and "project manage" their children, when what kids often need most is a regulated, present adult. ...

The Gap Between Knowing and Doing with Jim Kwik (Ep 351)

Why Not Now? with Amy Jo Martin

The gap between an idea and action is often smaller than we think. Jim Kwik believes one question can help close it: "What's the tiniest action you can take today to move closer to your goal?" In this episode of Why Not Now?, Amy Jo Martin sits down with brain coach, entrepreneur, founder of Kwik Learning, and New York Times bestselling author Jim Kwik to explore motivation, identity, memory, focus, and how to stay mentally sharp in an AI-driven world. The conversation draws from the ideas behind Jim's upcoming book, Limitless Daily, which offers 366...

Confessions of an AI Optimist: Curiosity & Action Over Fear (Ep 350)

Why Not Now? with Amy Jo Martin

What if the biggest risk with AI isn’t the technology itself, but staying on the sidelines while the world changes around you? In this solo episode of Why Not Now?, forever the technology optimist, Amy Jo Martin challenges the fear-driven narrative surrounding artificial intelligence and offers a more practical, human-centered perspective: AI as a tool for increasing agency, momentum, clarity, and quality of life. Drawing from personal stories, recent speaking engagements, parenting, entrepreneurship, the fast-moving reality of AI adoption and her Renegade Experiment, Amy Jo breaks down...

Money in the Age of AI: Markets, Mindset & Investing with Lisa Detanna (Ep 349)

Why Not Now? with Amy Jo Martin

Lisa Detanna has spent decades helping families, founders and executives navigate wealth, markets and uncertainty - and in this episode of the Why Not Now? podcast, she joins Amy Jo Martin for a candid conversation about AI, investing, financial psychology, and what the future of money may actually look like. As Managing Director and Senior Vice President of Investments at Raymond James, Lisa has guided clients through multiple market cycles, economic shifts and technological revolutions. Together, Amy Jo and Lisa unpack some of the biggest misconceptions surrounding artificial...

Using AI for Stress, Decision-Making & Quality of Life - Amy Jo Martin (Ep 348)

Why Not Now? with Amy Jo Martin

What happens when you run an AI experiment during a season of real-life stress? In this solo episode of Why Not Now?, Amy Jo Martin shares an update from Q1 of her year-long AI experiment - right as an unexpected personal challenge introduces sustained emotional and cognitive strain. Instead of pausing, she keeps the experiment running, capturing what AI actually looks like in the middle of it, not in ideal conditions. That’s where the most valuable insights are showing up. By feeding millions of data points - biometrics, sleep, spending, emotions, and daily decisions -...

The AI-Driven Leader: Geoff Woods on Human Skills, Strategy, and the Next Era of Leadership (Ep 347)

Why Not Now? with Amy Jo Martin

Artificial intelligence is everywhere, but most leaders are still asking the wrong question. Instead of focusing on tools, Geoff Woods believes the real shift is happening at the leadership level: how we think, how we make decisions, and how teams execute in a world where intelligence is suddenly abundant. In this episode of Why Not Now?, Amy Jo Martin sits down with Geoff Woods, author of the #1 international bestseller The AI-Driven Leader and founder of AI Leadership. Geoff’s work helps leadership teams rethink how they align strategy, prioritize decisions, and operate at...

I interviewed my own AI: Amy Jo Martin's Live, Unscripted AI Experiment (Ep 346)

Why Not Now? with Amy Jo Martin

Have you ever heard a human interview their own AI—live, unscripted, and in real time? In this groundbreaking episode of the Why Not Now? podcast, Amy Jo Martin flips the script and welcomes a never-before-seen guest: her own ChatGPT AI, trained over years with millions of words of personal data, reflections, physiological metrics, and real-life context. The result is a raw, fascinating conversation that pulls listeners directly into the “petri dish” of a year-long AI integration experiment. Together, Amy Jo and her AI thought partner explore what it actually looks like to...

Quantified Soul: Week 1 Field Notes | Can AI Improve Quality of Life? (Ep 345)

Why Not Now? with Amy Jo Martin

Can AI improve your quality of life, not just your productivity? Keynote speaker Amy Jo Martin explores leadership, AI, and human-centered decision-making. In this solo episode of the Why Not Now? Podcast, Amy shares early field notes from The Reinvention Experiment, a year-long AI self-experiment exploring vitality, clarity, and what it means to live well and lead effectively in an AI-driven world. Rather than biohacking or performance optimization, Amy introduces the concept of Quantified Soul, combining hard data like sleep tracking, screen time, biometrics, and wearable...

Personal Update: My 2026 Experiment (Ep 344)

Why Not Now? with Amy Jo Martin

What happens when you turn your life into a living laboratory? In this special episode, the host becomes the guest. Amy Jo Martin sits down with Sam Gooder to reveal her next big leap: The Reinvention Experiment, a yearlong, open-source quest to rethink time, wealth, wellbeing, and passion by putting herself inside a data-driven Petri dish. After two decades of entrepreneurial wins, burnout cycles, and reinvention after reinvention, Amy Jo felt an unmistakable signal: she was craving aliveness again. A moment on a plane—and one brutally honest “super prompt” to AI—confirmed it was...

Don Yaeger on Michael Jordan’s Drive & the 1% Playbook (Ep 343)

Why Not Now? with Amy Jo Martin

What do elite athletes, top CEOs, and unforgettable teams really have in common? On this week’s Why Not Now? with Amy Jo Martin, 12-time New York Times bestselling author and award-winning keynote speaker Don Yaeger pulls back the curtain on how world-class performers think, lead, and compound small wins into big outcomes. Don shares the spark behind his Corporate Competitor Podcast and the research that started it all: a striking link between women in the C-suite and sports participation. He then unpacks a powerful interviewing framework built on three moves: know your audience, find...

More Episodes

What happens when you’re on top of the world—and everything changes overnight? In this raw and unfiltered episode of the Why Not Now? podcast, Amy Jo Martin reunites with entrepreneur, author, and cultural force Sophia Amoruso. This is Sophia's second time on the show, nearly a decade after her first appearance.

From founding Nasty Gal and Girlboss to navigating public scrutiny, financial highs and lows, and deeply personal transitions, Sophia opens up about what she's learned from building (and rebuilding) her life and career.

You will get a rare behind-the-scenes look at the real woman behind the brand, including her thoughts on intentionality, burnout, reinventing your identity, and learning to say "Why Not Stop?" as much as “Why Not Now?”

Sophia shares her approach to time, money, trust, and relationships - with a refreshingly honest take on startup culture, success, and failure.

You’ll also hear about her latest venture, Trust Fund; a disruptive early-stage investment fund, and her unexpected passion for poker, which she’s parlayed into strategic business development. She also shares what she’s learned about ambition, regret, and aging gracefully in the spotlight.

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