The Jen Gottlieb Show
The Jen Gottlieb Show

The Jen Gottlieb Show

Cloud10

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Episodes

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What if today was the day you dared yourself to do what you've always wanted? Welcome to the Jen Gottlieb Show! Each week, join your host, Jen Gottlieb, for powerful, punchy episodes that will leave you inspired to dream big and live boldly. If you are ready to create change in your life, this podcast is a must-listen. Be ready to laugh, learn and take action to become who you were always meant to be. It's time to step out of your comfort zone and into your best life...one dare at a time.

Recent Episodes

How to Break Free From Burnout with CEO of Boss Babe Natalie Ellis
JUN 5, 2026
How to Break Free From Burnout with CEO of Boss Babe Natalie Ellis
Natalie Ellis had millions of followers, a full team, and a fancy LA office by the time she was 25. Then one day, she got on a regular Zoom call and said, "I quit. I no longer wish to be CEO of this company."How do you build a female entrepreneurship platform? How do you make it one of the biggest of its kind in the world? And how do you walk away from something like that? Those were some of the questions I had in mind before sitting down with today's guest.During our conversation, she breaks down what makes content actually convert. Why audience growth and revenue growth are two completely different things. And most importantly, how she went from burning out to making over $2.2 million while completely offline for 12 weeks. "Audience growth does not equal business growth, and audience growth does not equal revenue." ~ Natalie EllisIn This Episode:- Introduction: how Natalie built Bossbabe- Seeing Instagram's potential before anyone else- The type of content that makes people buy- Why follower count and revenue have nothing to do with each other- The Zoom call where she quit and what came after- Mindset before systems, and the discipline of staying simple- How Jen and Natalie each use AI for content- Why right now is the time to build- Where to find Natalie and get her book About Natalie EllisNatalie Ellis is the founder and CEO of Bossbabe, one of the largest online communities and education platforms for female entrepreneurs, with over 4 million followers and more than $20 million in course and membership revenue. She is also the co-founder of glōci, host of the Bossbabe Podcast, and an angel investor in women-led businesses. Her work has reached thousands of students through her online courses, all built through organic social media with no paid ads. Natalie wrote the Freedom-Based Business Method, her playbook for building a business that generates revenue without requiring you to run every part of it yourself.IG: https://www.instagram.com/iamnatalie/ Website: https://www.natalie-ellis.com/ Get Natalie's Book: https://bossbabe.com/buythebook Where to find me:IG: https://www.instagram.com/jen_gottlieb/ TikTok: https://www.tiktok.com/@jen_gottlieb Facebook: https://www.facebook.com/Jenleahgottlieb Website: https://jengottlieb.com/ My business: https://www.superconnectormedia.com/YouTube: https://www.youtube.com/@jen_gottlieb
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50 MIN
Jen’s Favorite Episode: Sahil Bloom Reveals Why Everything You Know About Success Is Wrong
MAY 29, 2026
Jen’s Favorite Episode: Sahil Bloom Reveals Why Everything You Know About Success Is Wrong
At just 30, Sahil Bloom had everything society told him he needed. The house, the job, the salary, and everything else on the list. And yet, he was miserable.This episode is a replay of one of my favorite conversations on this show. Sahil's story had a pretty normal beginning. He set goals, worked hard, and hit his goals. Except when he got there, something felt off.He was living 3,000 miles away from his family, drinking seven days a week, all while pretending everything was fine. So he stopped and asked himself a question most people are too afraid to ask. Am I even playing the right game? What follows in our conversation is everything he found on the other side of that question.Watch the full episode here: https://youtu.be/cgJ-NpUmGSE "Unless you create your own definition of success, you will never feel successful." ~ Sahil BloomIn This Episode:- When you feel empty despite hitting every goal- Why money became the way we measure success- Why “later” is just another word for “never”- How investing in the right things compounds over time- The “Life Razor” and why everyone needs one- How the stories we tell ourselves shape our futureAbout Sahil BloomSahil Bloom is a New York Times bestselling author, entrepreneur, and investor on a mission to positively impact one billion lives. A Stanford graduate, he spent seven years in high finance before walking away from the traditional path to redesign life on his own terms. His debut book, The 5 Types of Wealth, redefines what it means to live a wealthy life, making the case that true fulfillment goes far beyond money. Over 800,000 people read his newsletter, The Curiosity Chronicle, every week. He is also the owner of SRB Holdings and the managing partner of SRB Ventures, an early-stage investment fund.IG: https://www.instagram.com/sahilbloom X: https://x.com/SahilBloom  Website: https://www.sahilbloom.com/ Where to find me:IG: https://www.instagram.com/jen_gottlieb/   TikTok: https://www.tiktok.com/@jen_gottlieb    Facebook: https://www.facebook.com/Jenleahgottlieb   Website: https://jengottlieb.com/   My business: https://www.superconnectormedia.com/YouTube: https://www.youtube.com/@jen_gottlieb
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15 MIN
How Jen Gottlieb Built a Speaking Career From Scratch with Lisa Johnson
MAY 22, 2026
How Jen Gottlieb Built a Speaking Career From Scratch with Lisa Johnson
Today's episode is a throwback to a keynote Q&A I did with Lisa Johnson at one of her live events. We get into building a speaking career from nothing, the daily habits that got me there, what changed when my Instagram started blowing up, and how Stage Leaders came to life during one of the hardest times of my life. Hope you enjoy!"Confidence comes from consistently sticking with the commitments you make with yourself." ~ Jen GottliebIn This Episode:- Why Jen went from actress to entrepreneur- How Instagram led to Jen's first speaking opportunity- How doing events with Chris became her speaker boot camp- Why imposter syndrome is actually a sign of growth- The mindset shift behind Jen's Instagram explosion- The story behind Stage Leaders- The four pillars of Influence- Jen and Chris’ working relationshipAbout Lisa JohnsonLisa Johnson is a multi-seven-figure business strategist who makes 90% of her income through passive and semi-passive income streams. Her debut book, Make Money Online, made the Sunday Times bestseller list, and her podcast has been downloaded over 500,000 times, reaching number one in the business podcast charts. She has been featured on the BBC's Women's Hour, The Telegraph, The Guardian, Psychologies, Fast Company, and Forbes, where one of her articles garnered over 250,000 views in a week.IG: https://www.instagram.com/lisajohnsonstrategist/Website: https://lisajohnson.com/Where to find me:IG: https://www.instagram.com/jen_gottlieb/TikTok: https://www.tiktok.com/@jen_gottliebFacebook: https://www.facebook.com/JenleahgottliebWebsite: https://jengottlieb.com/My business: https://www.superconnectormedia.com/YouTube: https://www.youtube.com/@jen_gottlieb
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42 MIN
From Zero to Half a Million Subscribers with Amy Landino
MAY 15, 2026
From Zero to Half a Million Subscribers with Amy Landino
Personal branding looks easy from the outside. Just be yourself, show up, and let your personality do the work. Then the camera turns on, and suddenly it's not so simple anymore.Amy Landino never set out to become a personal branding expert. Back in 2007, she just wanted to make a nice wedding video for a friend. But something about that experience stuck with her.That one video turned into a YouTube channel. The channel turned into a business. And the business eventually became two seven-figure media companies and a global audience in over 100 countries.In about 40 minutes, Amy walks us through what she learned from every pivot in her journey and the strategies she uses today to turn content into clients. "If I believe in it first, everybody else will get on board." ~ Amy LandinoIn This Episode:- How a wedding video started it all- Pivoting your brand without losing your audience- Why the best content strategy is meeting people where they are- Talking to your audience like they are already your clients- How to use Instagram Stories to test content before going all in- The BREAK formula for hooking viewers in the first 30 seconds- How to market a book by borrowing other people's audiencesAbout Amy LandinoAmy Landino is a three-time bestselling author, keynote speaker, and the award-winning creator behind AmyTV. She has built two seven-figure media companies, amassed nearly half a million subscribers and 37 million views, and grown a readership spanning more than 100 countries. She has spoken on stages for Adobe, Oracle, LinkedIn, and YouTube, and has been featured on The Tamron Hall Show, Fortune, CNBC Make It, and Business Insider. Her latest book, Good Morning, Good Life, is available in bookstores everywhere.IG: https://www.instagram.com/schmittastic/ YouTube: https://www.youtube.com/amytv LinkedIn: https://www.linkedin.com/in/amytv Website: https://amylandino.com/ Get Amy's Book: https://goodmorninggoodlife.com Where to find me:IG: https://www.instagram.com/jen_gottlieb/   TikTok: https://www.tiktok.com/@jen_gottlieb    Facebook: https://www.facebook.com/Jenleahgottlieb   Website: https://jengottlieb.com/   My business: https://www.superconnectormedia.com/YouTube: https://www.youtube.com/@jen_gottlieb
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43 MIN
How to Get Booked and Paid as a Speaker with Zach Nadler
MAY 8, 2026
How to Get Booked and Paid as a Speaker with Zach Nadler
Most people have stood up and spoken in front of a crowd at least once. But turning that into a career, or even a paycheck, is something most speakers never figure out.I brought in Zach Nadler, Co-Founder and CEO of VaynerSpeakers, because he knows exactly how this industry works, and he held nothing back.We got into what event planners actually look for, how to build a reel that opens doors, what your speaking fee should really be, and why LinkedIn might be the most underrated tool speakers are not using. If you want to get on stages and get paid to be there, this one is for you." You have to start small. You have to be willing. You also have to put the work in. Nobody's gonna come knocking at your door (with opportunities)." ~ Zach NadlerIn This Episode:- How Zach went from CAA to co-founding VaynerSpeakers- What makes a great speaker- The assets every speaker needs to get booked- Why event planners are now requesting full speech footage- How to set your speaking fee- How to negotiate without losing your value- Why value exchange matters more than money- How to book your first stages- Why LinkedIn is the most underrated tool for speakersAbout Zach NadlerZach Nadler is the Co-Founder and CEO of VaynerSpeakers, which he launched in 2018 alongside Gary Vaynerchuk. Before that, he was a top sales agent at CAA, representing talent including Al Pacino, Malala Yousafzai, President Joe Biden, and Arnold Schwarzenegger. He also spent three years as Head of Programming for VeeCon, the first NFT-ticketed super conference. Over the course of his career, Zach has driven nearly $100M in sales and booked keynote speakers at close to 4,000 events.Connect with Zach IG: https://www.instagram.com/zachnadler/His business: https://www.instagram.com/vaynerspeakers/Website: https://vaynerspeakers.com/Book a 1:1 with Zach: https://intro.co/ZachNadlerWhere to find me:IG: https://www.instagram.com/jen_gottlieb/TikTok: https://www.tiktok.com/@jen_gottliebFacebook: https://www.facebook.com/JenleahgottliebWebsite: https://jengottlieb.com/My business: https://www.superconnectormedia.com/YouTube: https://www.youtube.com/@jen_gottlieb
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45 MIN