Ambition 2.023 Tammi 2024

Shame, Ego Strength and Jello Shots with Lilly Singh

Get your FREE sample pack of LMNT electrolyte drink mix with any purchase at DrinkLMNT.com/GIRLBOSS. Testing, testing, 1… 2… 3… *Taps mic* Hey, Girlboss Radio listeners! Did you miss us? ‘Cause we missed you! Your favorite podcast is back. And we couldn’t think of a better person to kick-off the new season than Lilly Singh. You probably know her. From her 2010 YouTube beginnings to a historic time on late night TV, Lilly now has over 40 million followers and owns a production company called Unicorn Island, which combines entertainment with social impact. She's an Emmy-winning entertainer, actress, producer, New York Times best-selling author and gender equality advocate, and is debuting her first feature film, Doin' It, this year. We knew right away we wanted her to be our debut episode of season 3 and you’ll see why. Avery and Lilly chat about how they first met (it involves a Shania Twain concert and jello shots), how discomfort and change are stepping stones to success, and why Lilly refuses to be put into a box. New episodes of Girlboss Radio drop every Tuesday. Never miss an episode by subscribing here: girlboss.com/pages/girlboss-radio-subscribe. Girlboss’ very first course, Spark Your Career Renaissance, will help you unlock your differentiator to go from stuck to success. Learn more and enroll at course.girlboss.com/courses/spark-your-career-renaissance. Sign up for Girlboss Daily, our must-read morning newsletter, at girlboss.com/newsletter. You'll get A+ career advice, dream job postings, free coffee every Friday and a few emojis (because we’re fun like that), delivered right to your inbox. Looking for your next dream employee? Post your open role on our Girlboss Job Board at jobs.girlboss.com. Learn more about your ad choices. Visit megaphone.fm/adchoices

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How to Spot (and Survive) a Toxic Boss with Mita Mallick

You've probably had one. Maybe you even have one right now. And if Glassdoor data is anything to go by, you're far from alone—mentions of "toxic boss" in workplace reviews have surged 6.7x since 2018....

12 Touko 42min

What Hiring Managers Actually Think (But Will Never Tell You) with Deepali Vyas

If you've ever wondered what actually gets discussed behind closed doors when companies are hiring, promoting, or handing out pink slips, this episode is like a backstage pass. Amanda Goetz sits down...

28 Huhti 43min

How to Be a Rich Old Lady: The Beginner’s Guide to Building Wealth with Amanda Holden

Amanda Holden spent years working 13-hour days at a male-dominated finance firm—helping rich men get richer—before she made a bold exit. She saved aggressively, sold her car, and walked away without a...

14 Huhti 46min

The New Rules of Dating for Ambitious Women with Amy Chan

Dating in 2026 can feel… bleak. Everyone is analyzing “red flags,” burned out on dating apps, and building emotional walls to stay safe out there. Sound relatable? In this episode of Ambition 2.0, Am...

20 Tammi 42min

Why You Can’t Stop Working—And How to Break the Cycle with Malissa Clark

Repeat after us: You can love your job and still be a workaholic. In this episode of Ambition 2.0, Amanda Goetz sits down with Dr. Malissa Clark, a professor at the University of Georgia, Director of...

13 Tammi 41min

From Harvard Dropout to VC Powerhouse: How to Bet on Yourself with Alexa von Tobel

In this episode of Ambition 2.0, host Amanda Goetz sits down with Alexa von Tobel—the founder of LearnVest (where she raised $75M and successfully sold it to Northwestern Mutual) and current founder a...

6 Tammi 43min

What to Do When Productivity Becomes Toxic with Israa Nasir

In this episode of Ambition 2.0, Amanda Goetz sits down with psychotherapist and Toxic Productivity author Israa Nasir to unpack why so many high-achieving women feel constantly behind, overwhelmed, a...

23 Joulu 202547min

Is Having a Stay-at-Home Husband the Secret to Success? with Tressie Lieberman

In this episode of Ambition 2.0, host Amanda Goetz sits down with Starbucks' Global Chief Brand Officer Tressie Lieberman to talk about the path that led her through some of the biggest brands in mark...

16 Joulu 202537min