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

Jen’s Favorite Episode: It Is Never Too Late to Answer Your Calling with Steven Pressfield
JUN 26, 2026
Jen’s Favorite Episode: It Is Never Too Late to Answer Your Calling with Steven Pressfield
I'm revisiting one of my favorite conversations with bestselling author Steven Pressfield, whose wisdom on fear, resistance, and creativity has inspired millions. If you've been sitting on an idea, delaying your next move, or wondering why the work that matters most feels the hardest to begin, this episode will give you the perspective—and the push—you need.When Steven Pressfield published The Legend of Bagger Vance, many called him an overnight success. What they didn't see were the 30 years of failed novels, unproduced screenplays, and stretches of homelessness that came before it.Few conversations left an impact on me as this one did. Steven is now in his eighties and still creating, doing what he loves, and showing no signs of stopping. I never thought about fear the same after this podcast, thanks to Steven's words. Watch the full episode here: https://youtu.be/K3Z8bcnvNlU "It's like the old story of an overnight success that only takes you 30 years." ~ Steven PressfieldIn This Episode:- Finding your authentic creative voice- How to work with the muse- A simple process for developing great ideas- Why resistance means you're on the right path- Self-doubt as a sign of growth- What a shadow career really isAbout Steven PressfieldSteven Pressfield is the author of The War of Art, which has sold over a million copies worldwide and has become essential reading for writers, artists, and entrepreneurs. His debut novel, The Legend of Bagger Vance, was made into a film starring Matt Damon and Will Smith. His other novel, Gates of Fire, is required reading at West Point. Before his breakthrough at 52, he spent decades failing as a novelist and screenwriter, at times living out of his car. His latest novel, The Arcadian, was released in May 2026.IG: https://www.instagram.com/steven_pressfield/ X: https://x.com/SPressfield Website: https://stevenpressfield.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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14 MIN
From Selling $35 Tickets Door to Door to Million Dollar in a Month with Leanne Lopez Mosley
JUN 19, 2026
From Selling $35 Tickets Door to Door to Million Dollar in a Month with Leanne Lopez Mosley
Leanne Lopez Mosley once stood at the bottom of her neighbors' driveways, talking herself out of knocking on their doors to sell $35 event tickets. A toddler at home, a corporate job she was desperate to leave, and zero customers to speak of. Who knew just a few years later she would be making a million per month?Well, Leanne did. She made $500,000 in her first full year, then had a baby, quit live launching, and crossed a million dollars in the same year. The secret was not working harder. It was getting obsessively specific about who she was talking to and what she was selling them.Leanne walked me through Freedom Funnels, the system behind her consistent million-dollar months with no sales calls and under 16,000 followers.If you enjoyed our conversation, you should definitely check out Leanne's Soft Girl Millions Show at https://www.richqueen.com/the-soft-girl-millions-show, and if you want to see her live, grab your spot at Soft Girl Millions LIVE at https://www.richqueen.com/rq25-soft-girl-millions-the-mastermind-live-organic-26."It's not courage if you're not taking the action." ~ Leanne Lopez MosleyIn This Episode:- Quitting corporate and selling tickets door to door- How free calls built Leanne's first $500,000 year- Hitting a million dollars while on maternity leave- The offers that got her to her first million- Running her own ads and launching She Makes Bank- Why messaging to one person changes everything- What Soft Girl Millions actually means- If you could call your younger and older selfAbout Leanne Lopez MosleyLeanne Lopez Mosley is a Forbes-featured business strategist and creator of Freedom Funnels, the methodology behind consistent million-dollar months with under 16,000 followers, no live launching, and no sales calls. Known as the Trailblazer of the online coaching space, she teaches female entrepreneurs how to build evergreen sales ecosystems that sell without them. After 11 years in corporate, Leanne built a multi-million dollar business from scratch and is also the host of the Soft Girl Millions Show.IG: https://www.instagram.com/theleannelopezmosley/Facebook: https://www.facebook.com/GROW.withleanne/Website: https://www.richqueen.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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53 MIN
From Making $63 in the First Year to Being Worth $20M with Maria Wendt
JUN 12, 2026
From Making $63 in the First Year to Being Worth $20M with Maria Wendt
About 1 in 5 businesses fail within their first year. So when you make $63 in year one and $350 in year two, most people would have quit. Maria Wendt didn't.She now runs an eight-figure business with over 150,000 customers, a million-dollar month, and an average of $2,500 per reel, selling products that cost around $85. She has a team of eight, no company meetings, and launches roughly one new product every single week.I brought her on to understand how she got there, and why she walked away from making $1M a year in high-ticket coaching to build something completely different. "I made $63 in my first year and $350 in my second year, and yet I've made over $20 million now." ~ Maria WendtIn This Episode:- How Maria started and went from $63 to $20 million- The million-dollar business she walked away from- Eight figures, a team of eight, and zero meetings- How Maria tracks exactly how much each reel makes her- Saying your biggest goals out loud without apology- The answer to growth is almost always more volume- Maria Wendt's advice on the best way to begin your business journeyAbout Maria WendtMaria Wendt is an eight-figure online business educator based in Orange County, California. She started as a freelance graphic designer before pivoting into teaching marketing and eventually building one of the most recognized low-ticket course businesses in the online space. She has over 150,000 customers, a catalog of 300 products, and runs a lean team of eight out of an in-person office. Her mission is to help millions of people make a few extra thousand dollars a month rather than help a few people make millions.Where to find Maria Wendt:IG: https://www.instagram.com/maria.wendt/?hl=en Facebook: https://www.facebook.com/p/Maria-Wendt-Official-100090621002736/ Website: https://www.mariawendt.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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33 MIN
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