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

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
The Book Strategy That Made Chandler Bolt $7 Million in 12 Months With Chandler Bolt
MAY 1, 2026
The Book Strategy That Made Chandler Bolt $7 Million in 12 Months With Chandler Bolt
If writing a book has been on your someday list forever, this one's for you.I brought in Chandler Bolt, CEO of selfpublishing.com and author of 7 bestselling books, because honestly, I had questions. I traditionally published my own book, and I still wasn't sure I made the right call. So we got into all of it, the real difference between self-publishing and traditional publishing, why the bestseller list obsession might be costing you more than you think, and how a book can become your best client-generating tool.And I'll be honest, by the end of this conversation, I felt like I'd just paid for a private coaching session. Chandler has built an eight-figure business almost entirely off books, with zero social media until five months ago. So if you've ever thought about writing a book, or you have one and you're not squeezing everything out of it, you're going to want to stick around for this one. "Give away all of your best stuff for free, and people will pay you to tell it to them again." ~ Chandler BoltIn This Episode:- Self-publishing vs traditional publishing- How to have a successful book launch in 2026- Why chasing bestseller lists is the wrong goal- How to use a book to bring in clients- How Chandler's team speaks at 100 events a year- Deciding on audiobooks, hybrid publishing, and book stores- How to work with Chandler and write your bookAbout Chandler Bolt Chandler Bolt is a Forbes 30 Under 30 honoree, college dropout, and CEO of selfpublishing.com. He built the company into a $75M business and an INC 5000 company four years running, almost entirely off books and with zero social media presence until recently. He is the author of 7 bestselling books, including "Published," and his mission is to help 100,000 people publish a book by 2035.Free Book Publishing Consultation: http://selfpublishing.com/jenInstagram: https://www.instagram.com/realchandlerbolt/ YouTube: https://www.youtube.com/@ChandlerBoltOfficial Website: https://selfpublishing.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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35 MIN
How to Use AI to Get 3 Hours of Work Done in 15 Minutes With Chris Winfield
APR 24, 2026
How to Use AI to Get 3 Hours of Work Done in 15 Minutes With Chris Winfield
Are you using AI in your business, or are you still just asking ChatGPT to write your captions and then calling it a day?I'll be completely honest with you. AI overwhelms me too! Every day, something new drops, and keeping up feels impossible. So I brought in my husband and business partner, Chris Winfield, who has gone fully all in on this, to break it all down for us.Chris explains the difference between the AI tools you already know and AI agents, the kind that actually go out and execute tasks for you. We get into what it looks like to have your own AI employee handling the work that's been sitting on your to-do list for months, and why the people who move on this now will be way ahead."You just need the skills. The skills are transferable. It doesn't matter what the technology is or what the product is, even if it goes away or a better one comes along." ~ Chris WinfieldIn This Episode:- Why everyone in AI feels overwhelmed and why that's okay- AI agents vs. AI chatbots and the difference that matters- Real examples of what an AI agent can do for your business- Why AI employees are changing the way small businesses operate- How Chris compressed a 3-hour content workflow into 15 minutes- What AI will look like in 5 years and how it will impact business- How to get your own AI employee and get ahead right nowAbout Chris Winfield:Chris Winfield is an entrepreneur, co-founder of Super Connector Media, and a contributor to Inc. and Entrepreneur Magazine. His work has been featured in the Wall Street Journal, the New York Times, Forbes, Fast Company, NBC's Today Show, USA Today, and over 200 other outlets. He has worked with clients from companies including Disney, Virgin, and Intuit, helping entrepreneurs build credibility, grow their media presence, and make the right connections.Connect with Chris:IG: https://www.instagram.com/chriswinfield/LinkedIn: https://www.linkedin.com/in/chriswinfield/Website: https://www.chriswinfield.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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21 MIN
I Gained 100k Instagram Followers in 30 Days: Here’s How I Did It
APR 17, 2026
I Gained 100k Instagram Followers in 30 Days: Here’s How I Did It
I finally reached 750K followers on Instagram, and gained 100K of those followers in under 30 days. In today’s episode, I’m breaking down the five-step framework that fueled this rapid growth and showing you how you can implement it to start seeing results today.But this isn’t just about numbers. It's about how to use your Instagram growth to build credibility and position yourself for bigger opportunities. I’ve experienced firsthand how building your audience opens doors to bigger speaker fees, book deals, visibility, and much more. If you’re struggling to grow your own Instagram, listen to the full episode and then join me for a two-day intensive in South Florida, where we will create content together in real time. Just DM me the word “Intensive” on Instagram, and I will share the application details with you. “If you're not consistently actually putting content up there on the internet every single day, you're not feeding the algorithm, and it's not going to be in your favor. ~Jen GottliebIn This Episode:- An overview of the 5D growth framework- Discover: find the content that resonates with your audience- Design: crafting content that stops the scroll- Deliver: create content consistently - Data: measuring success and tweaking content- Double down on successful contentWhere 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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28 MIN