
Advertise on podcast: The Jen Gottlieb Show
Rating
4.7from
This podcast has
195 episodes
Language
EnglishPublisher
Cloud10Explicit
No
Date created
2022/10/04
Latest episode
2026/09/21
Average duration
33 min.
Release period
12 days
Description
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.
Unlock The Jen Gottlieb Show podcast Email contact info,
Listeners & Audience details
Email contact information
Direct podcast contact details

Listeners
Audience numbers & engagement insights

Audience details
Podcast Insights

Podcast episodes
Check latest episodes from The Jen Gottlieb Show podcast
What Daymond John Taught Me About Building a Personal Brand People Actually Trust
2026/09/21
I sat down with Daymond John — FUBU founder, Shark Tank investor, and one of the first CEOs to build a real personal brand in front of the camera — and we went straight at the thing I care about most: visibility. Daymond put it bluntly: if you're invisible, you're vulnerable, and if you're vulnerable, you're replaceable. We talk about how he learned to control the narrative from FUBU through Shark Tank, why follower counts don't impress him without conversion, how he documents his life in "silos," what changed after his thyroid cancer diagnosis, and the "power of broke" lesson every founder needs before they hire someone to fix their problems.
This conversation matters if you're building a business or a personal brand and still waiting for someone else to make you visible. Daymond and I both land on the same idea: visibility is your responsibility. Every day you stay quiet is another day the people you could help hire someone who cares less and isn't as good as you. If you want to raise capital, grow an audience, or just stop getting boxed into one version of yourself, this episode gives you the practical why — and a lot of the how.
Click the link in the show notes for CEOAccess.com if you're a larger CEO looking to get vetted for Daymond's team — and follow him at The Shark Daymond on Instagram, LinkedIn, and the rest of his platforms.
Jen Quote:
"Visibility is your responsibility. Because every day that goes by that you're not making yourself visible to the people that you can help is another day that those people are going to go hire someone else that's not as good as you and doesn't care as much as you." ~Jen Gottlieb
In This Episode:
• How Daymond built multiple brand stories for FUBU so he wasn't relying on one celebrity or one narrative
• Why authenticity beats trying to fit a box — and what happens when social media exposes the gap
• The three questions every business has to answer: Why me? Why now? Why this?
• Why a million Instagram followers don't automatically make a founder more investable
• Daymond's content strategy across investing, empowering people, biohacking, and dad jokes
• His biohacking origin story after stage two thyroid cancer — and daily habits that cost little to nothing
• Keynote tips: tell them what you're going to tell them, pause on purpose, never apologize for what you forgot
• The "power of broke," learning your business yourself, and why AI makes your real history and legacy matter more
About Daymond John
Daymond is a world-renowned marketing and branding expert. As the Founder and CEO of FUBU, Daymond John led his company to more than $6 billion in global sales and revolutionized the fashion industry in the process.
After continuing to dominate the fashion world, Daymond's success and vision expanded into many other industries and opportunities. Today, he is one of the most sought-after keynote speakers and consultants and a co-star on ABC's five-time Emmy Award-winning show, Shark Tank.
Daymond continues to share his experience, expertise, and entrepreneurial insight to help others build businesses, brands, and lasting success.
Where to Find Daymond John
Instagram: https://www.instagram.com/thesharkdaymond/
Facebook: https://www.facebook.com/TheSharkDaymond/
CEO Access: https://www.ceoaccess.com/
Website: https://daymondjohn.com/
Where to Find Me
Instagram: https://www.instagram.com/jen_gottlieb/
TikTok: https://www.tiktok.com/@jen_gottlieb
Facebook: https://www.facebook.com/Jenleahgottlieb
Website: https://jengottlieb.com/
YouTube: https://www.youtube.com/@jen_gottlieb?sub_confirmation=1
Chapters
00:00:53 — Daymond John joins the show (Culver City / Shark Tank fun fact)
00:02:10 — Building a personal brand as a CEO
00:03:03 — FUBU, LL Cool J, and stacking multiple brand stories
00:05:31 — Authenticity vs. performing for the algorithm
00:09:19 — Why founders need a personal brand (Why me? Why now? Why this?)
00:11:28 — Do follower counts matter when Daymond invests?
00:14:14 — Daymond's content strategy and living in "silos"
00:16:40 — If you're invisible, you're replaceable
00:18:58 — Turning down a $1.2B credit line to protect his life and team
00:20:21 — How to trust your gut (and not rush the deal)
00:21:50 — Biohacking after cancer + daily habits that cost almost nothing
00:29:08 — Public speaking and keynote tips from Daymond
00:31:50 — AI, staying human, and mastering live selling
00:33:54 — The power of broke: do it yourself before you outsource
00:38:27 — Where to find Daymond + CEOAccess.com
Jen’s Favorite Episode: How Anne Mahlum built Solid Core and Sold it for 88 Million
2026/07/10
Before Solidcore had a single studio open, Anne Mahlum turned down $75,000 from an investor who wanted 30% of the company. She knew that money would become a crutch, so she walked away and risked everything on her own terms.
Anne is a fascinating person. She started her first business with nothing but a running route past a homeless shelter in Philadelphia. Then she built another studio. This is a replay of one of my favorite conversations on the show, and it is one I keep coming back to.
Watch the full episode here: https://www.youtube.com/watch?v=K1hSIhe6UmE
"Money for me has always been a trophy. It means I did a really good job." ~ Anne Mahlum
In This Episode:
- How strict standards built culture at Back on My Feet
- Why giving things away for free makes people value them less
- How the same culture principles shaped Solidcore
- How she negotiated 100 Solidcore locations without security deposits
- Turning down $75K to go all in
- Why founders need skin in the game
About Anne Mahlum:
Anne Mahlum is an entrepreneur, motivational speaker, investor, and philanthropist who has built two organizations from scratch. In 2007, she founded Back on My Feet, a nonprofit that uses running to help people experiencing homelessness rebuild their lives, growing it to 14 cities with an $8M annual budget. In 2013, she founded Solidcore, scaling it to over 100 locations before selling it 10 years later and sharing millions from the sale with her employees.
Website: https://annemahlum.com
Instagram: https://www.instagram.com/annemahlum
LinkedIn: https://www.linkedin.com/in/anne-mahlum/
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
How to Attract Opportunities Without Constant Hustling
2026/07/03
A few weeks ago, I was on a tiny island in the Keys with my husband, phone off, and nowhere to be. A $25K speaking deal came in while I was lying on a lounge chair watching fish jump out of the water.
That moment got me thinking. There is a fine line between putting in the work and pushing so hard that you start repelling the very things you want. I had crossed that line without even realizing it, and the vacation snapped me back.
This solo episode covers what that taught me about building a personal brand that works even when you are not. Sometimes the best thing you can do for your business is nothing at all.
"If you are pushing, you will attract pushing energy, and you will push everything that you want away." ~ Jen Gottlieb
In This Episode:
- The fine line between high achieving and desperate pushing
- How rushing leads to avoidable mistakes
- Doing nothing as a productivity strategy
- Your personal brand is your most valuable asset
- Posting content four times a day changed everything
- Jen's challenge to you
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
Jen’s Favorite Episode: It Is Never Too Late to Answer Your Calling with Steven Pressfield
2026/06/26
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 Pressfield
In 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 is
About Steven Pressfield
Steven 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
From Selling $35 Tickets Door to Door to Million Dollar in a Month with Leanne Lopez Mosley
2026/06/19
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 Mosley
In 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 self
About Leanne Lopez Mosley
Leanne 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_gottlieb
Facebook: https://www.facebook.com/Jenleahgottlieb
Website: https://jengottlieb.com/
My business: https://www.superconnectormedia.com/
YouTube: https://www.youtube.com/@jen_gottlieb
From Making $63 in the First Year to Being Worth $20M with Maria Wendt
2026/06/12
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 Wendt
In 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 journey
About Maria Wendt
Maria 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
How to Break Free From Burnout with CEO of Boss Babe Natalie Ellis
2026/06/05
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 Ellis
In 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 Ellis
Natalie 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
Jen’s Favorite Episode: Sahil Bloom Reveals Why Everything You Know About Success Is Wrong
2026/05/29
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 Bloom
In 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 future
About Sahil Bloom
Sahil 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
How Jen Gottlieb Built a Speaking Career From Scratch with Lisa Johnson
2026/05/22
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 Gottlieb
In 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 relationship
About Lisa Johnson
Lisa 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_gottlieb
Facebook: https://www.facebook.com/Jenleahgottlieb
Website: https://jengottlieb.com/
My business: https://www.superconnectormedia.com/
YouTube: https://www.youtube.com/@jen_gottlieb
From Zero to Half a Million Subscribers with Amy Landino
2026/05/15
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 Landino
In 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 audiences
About Amy Landino
Amy 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
How to Get Booked and Paid as a Speaker with Zach Nadler
2026/05/08
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 Nadler
In 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 speakers
About Zach Nadler
Zach 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/ZachNadler
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
The Book Strategy That Made Chandler Bolt $7 Million in 12 Months With Chandler Bolt
2026/05/01
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 Bolt
In 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 book
About 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/jen
Instagram: 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
How to Use AI to Get 3 Hours of Work Done in 15 Minutes With Chris Winfield
2026/04/24
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 Winfield
In 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 now
About 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_gottlieb
Facebook: https://www.facebook.com/Jenleahgottlieb
Website: https://jengottlieb.com/
My business: https://www.superconnectormedia.com/
YouTube: https://www.youtube.com/@jen_gottlieb
I Gained 100k Instagram Followers in 30 Days: Here’s How I Did It
2026/04/17
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 Gottlieb
In 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 content
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
The Power of Structure: How Jasmine Star Balances It All As A Wife, Mom, and CEO
2026/04/10
Ever wondered how successful entrepreneurs manage to balance their ambitions, personal life, and productivity? In today’s episode, I revisit a conversation I had with my good friend Jasmine Star on how to balance it all.
Jasmine has built a thriving business and an empowering online presence while juggling the demands of being a wife and mom. With a successful SaaS company, a popular podcast, and millions of social media followers, Jasmine’s life is a testament to how structure, discipline, and a clear sense of purpose can create true freedom and fulfillment.
She shares her disciplined approach to time management, unique family dynamics, and her philosophy on ambition and purpose. Listen in as Jasmine shares inspiring personal stories, lessons learned, and how she keeps her fire alive without compromising her well-being.
“I don't think that working a lot is like, oh, you get a medal. But I do think that your actions have to match your ambitions ~Jasmine Star
In This Episode:
- A day in the life of Jasmine Star
- How structure creates freedom and fuels creativity
- The power of resistance and discipline
- Where Jasmine’s ambition comes from
- Scheduling intentional rest and vacations
- Being the only woman in the room and breaking the molds
About Jasmine Star
Jasmine Star is a photographer, business strategist, and founder of Jasmine Star Brands, a holding company with multiple successful ventures. After building a reputation as one of the world's top wedding photographers, Jasmine pivoted into online education, creating resources and courses for small business owners on topics like social media, branding, and marketing. Known for her magnetic personality, unparalleled work ethic, and commitment to living life on her own terms, Jasmine has inspired millions to find the courage to pursue their passions and build the lives and businesses they love.
Podcast: https://podcasts.apple.com/us/podcast/the-jasmine-star-show/id1479619320
Website: https://jasminestar.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
Podcast reviews
Read The Jen Gottlieb Show podcast reviews
Katebrhoades 2025/12/12
Great for entrepreneurs
Love learning from Jen. She has such a grounded way of bringing entrepreneurship back to what actually matters. She reminds you that building a real b...
ElyssacSmith 2024/04/28
Keeping me inspired and grounded!
I love Jen’s practical advice and how she really gets the business owner lifestyle. This such a great podcast to listen to if you are hitting bumps in...
MaryEmmarco 2024/04/08
Love this Podcast & Jen
I love how authentic & passionate Jen is & her content is incredible! She is also so excellent at extracting amazing practical tools from amazing expe...
CKV31 2024/03/29
Absolutely love this show!
Jen is as real as they come! She cares so much about helping people and sharing not only the wins but the lows and the lessons. I’m so grateful to get...
Patricia Dixon 2024/03/12
The Jen Gottlieb Show
I’m so excited for this
Pod cast. Jen always brings so much value I walk away with action steps for my journey and she has a way of getting you excite...
Amy Zellmer 2024/03/12
Jen is full of wisdom
In everything she does, Jen is full of wisdom and grace! I can’t get enough of her podcast and all of her trainings!!
bobmars333 2024/03/11
Changed my life
Listen…. there are not many women role models to look up to. If you feel like you need a powerful woman to learn from, Jen is your gal. She has change...
disneydivadeb 2024/03/11
Wanna BE SEEN? I DARE YOU to listen to the JEN GOTTLIEB SHOW.
Jen is authentic, real and relevant. She truly loves her fans, followers and audience. You will gain knowledge, wisdom and insider insights. She is ge...
Dr. Heather Browne 2024/03/11
I love you!
Oh what a massive energizer bunny you are to all of us! Thank you for your joy and spark and dedication!
Christinadeering 2024/03/10
Jen is the real deal!
Jen’s podcast is a sneak peak into everything it takes to build a successful brand and breakthrough your limitations! So grateful for Jen and all the ...
Podcast sponsorship advertising
Start advertising on The Jen Gottlieb Show relevant audience podcasts
You may also like to advertise on these Podcasts

4.92108499
the bossbabe podcast
Natalie Ellis

4.3385061972
The Megyn Kelly Show
SiriusXM

4.947564406
The Shawn Ryan Show
Shawn Ryan

4.5185359
Who, When, Wow!
Tinkercast | Wondery

4.6687191107
Armchair Expert with Dax Shepard
Armchair Umbrella

4.9553952191
The MeidasTouch Podcast
MeidasTouch Network

4.639655
Only Murders in the Building Podcast
Straw Hut Media

4.7828515
The Home Service Expert Podcast
Tommy Mello: $200 Million Founder|Forbes, Inc., Entrepreneur Columnist

4.443361346
Something You Should Know
Mike Carruthers | OmniCast Media

4.7906254
Everything is Fine
Jennifer Romolini and Kim France