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Bootstrap Business Podcasts
Entrepreneurship is about more than your income statement.
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This is the archive of Bootstrapped.fm. A seminal Bootstrapper-oriented podcast started in 2013 by Ian Landsman and Andrey Butov. The first iteration ran for 104 episodes. In 2019, Steve McLeod took over for another 139 episodes. We've set this podcast to release order so you can experience it as it was initially presented.
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Arvid Kahl talks about starting and bootstrapping businesses, how to build an audience, and how to build in public.
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Podcast by Rakshith Halevoor Prabhachand
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🚀 Welcome to the Underdog Ecom Podcast—the raw, unfiltered podcast for ecommerce founders actually in the trenches. Tired of the same 9-figure guru success stories? We’re talking real highs, lows, and struggles of running an underdog ecommerce brand—from cash flow crunches to ad meltdowns and everything in between. 🔥 What You’ll Get: - Honest conversations about building a brand without venture capital. - What’s working (and what’s not) in DTC, Amazon, and wholesale. - The latest industry sh ...
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Do you have a work problem? We have solutions. On Help Wanted, Entrepreneur editor in chief Jason Feifer and money expert Nicole Lapin help you stay ahead of the curve and make money doing what you love — no matter if you’re trying to impress your boss, or if you ARE the boss. Want some help? Email [email protected] for a chance to have your work question answered on the show!
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Brief insights into bootstrapping a software company between standups and bedtime stories.
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Modern Business is a fully loaded Bootstrap 4 website starter template. It includes 17 HTML pages along with a working PHP contact form.
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Welcome to Bootstrap Connect, a place for all things business, tech and entrepreneurial in Africa!
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A show about life-changing business acquisitions and founders who don't follow the Silicon Valley narrative. These stories will inspire you to think differently about how you build your business. And if an exit is in your future, you'll learn practical tips about how to get there. Hosted by Alexis Grant, founder & CEO of They Got Acquired, and produced by Laura Boach.
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The original podcast for bootstrapped and mostly bootstrapped startups, this show follow the stories of founders as they start, acquire, and grow SaaS companies. Hear when they fail, struggle, succeed, and take you with them through the tumultuous life of a SaaS founder. If you like Mixergy, This Week in Startups, or SaaStr, you’ll enjoy Startup for the Rest of Us.
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Short, bite-sized conversations with indie hackers that have started small, profitable and bootstrapped businesses. You'll learn how they come up with ideas, what they do to validate, find those first customers and make a sustainable income. Episodes every Tuesday.
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Welcome to Bootstrapped Growth where you will get actionable, tactical steps you can implement immediately to get results. No latest tips or tactics. No mindset training or feelings. Myself and the guests I bring on are going to share with you the most effective sales, marketing and business skills, strategies, and frameworks so you can repeatedly build a business in any economy.
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Two entrepreneurs named Adrian with completely different approaches to building companies. One bootstrapped his way to success, the other raised venture capital and navigated the high-growth startup world. Each episode, they share raw, unfiltered conversations about the realities of entrepreneurship from opposite sides of the funding divide. Get insights you won't find anywhere else about what it really takes to build a business.
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Two founders talk about how to build software businesses that are meant to last. Each episode includes a deep dive into a different topic related to starting, growing, and sustaining a healthy business.
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Jeremy and Jess interview indie developers who have a passion for the Rails framework and bring their hustle and creativity to building a business. They strive to understand the challenges these developers face and how they are overcoming them to create successful businesses.
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Three bootstrappers talking weekly about building a software business together.
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Michael and Kevin Wagstaff share stories and lessons learned from bootstrapping a SaaS business from 0 to an 8-figure company in 4 years.
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Welcome to Founder 2 Founder, the ultimate podcast for entrepreneurs who refuse to settle for ordinary. Hosted by Sardor Umrdinov, founder and CEO of Home Alliance - a $100+ million tech-enabled home services platform operating nationwide. From bootstrapping his first business to building a horizontally and vertically integrated empire, Sardor brings you raw, unfiltered conversations with successful entrepreneurs, industry leaders, and game-changers who've turned their visions into multi-mil ...
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Founder Reality with George Pu. Real talk from a technical founder building AI-powered businesses in the trenches. No highlight reel, no startup theater – just honest insights from someone who codes, ships, and scales. Every week, George breaks down the messy, unfiltered decisions behind building a bootstrap software company. From saying yes to projects you don't know how to build, to navigating AI hype vs. reality, to the mental models that actually matter for technical founders. Whether yo ...
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Less than 1 in 100 Startups manage to achieve funding beyond Series D or an exit. Investors typically expect 8 out of 10 of the businesses they invest in to fail. It’s time to make building a business less depressing and scale more wisely. Tune into Making The Grade to hear first-hand experiences of venture-backed software companies in their journeys from Seed to Series B funding. Every week, we’ll be joined by Founders, Investors and senior Go-To-Market Leaders to explore the factors drivin ...
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Two bootstrappers building SaaS apps on Shopify, sharing their experiences along the way. TBX is a weekly podcast by Jack Kowalski of NeatShift and Bjorn Forsberg of FORSBERG+two.
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Behind the scenes stories of how we're building bootstrapped companies
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Welcome to Your Business, Accelerated! In nearly 30 years of practicing business law, Shaune Arnold has seen nearly every train wreck in business. This podcast is designed to keep YOU from being the next one. Tune in weekly to get strategies and guidance to help you start, build or fix a business you'll absolutely LOVE.
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Your stream of inspiration about bootstrapping, building a portfolio of assets and making a living as an independent creator on the internet. With your host Vladislav Supalov. Check it out!
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Two agency owners and friends talk about cybersecurity, design, and the continuous small efforts it takes to build a business.
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This podcast will follow my journey as I create https://www.reviewiply.com my latest bootsrapped SaaS. I will keep you updated on everything that goes on. How many customers, how many free trials, what is the MRR? All of the details you could want about my latest SaaS product.
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Hi, I’m Diane Tarshis — a strategic startup consultant and founder of Startup Distillery, where I partner with entrepreneurs who are experts in what they do, but have never built a business before. Together we dive into the details of their vision so we can dial in their business model and financial roadmap — giving them the clarity and guidance they need to grow and get funded. I’ve spent the last 20-plus years helping entrepreneurs from all walks of life build successful businesses and get ...
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A transparent account of bootstrapping an insurance business as a solo founder.
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The Ottawa Business Journal is the leading source of business news and information Canada's national capital region. CEOs and business leaders turn to OBJ for the business news they can't find anywhere else – unique and relevant content tailored to business managers, owners, professionals and executives. With a number of media platforms available to reach our audience, Ottawa Business Journal has something for every advertiser. OBJ's scope includes its monthly newsmagazine, the largest busin ...
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Discover how world-class entrepreneurs, elite thinkers, and peak performers master success in business, body, and brain. Every week, I sit down with extraordinary people to explore how they build thriving businesses, maintain peak physical health, and cultivate sharp, resilient minds. Together, we’ll discover the habits, systems, and experiments they use to create their unique formulas for success. Join me as you learn how to build like a founder, train like an athlete, and think like an art ...
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Bend Break Hack
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This is Bootstrap, a podcast dedicated to entrepreneurs self-funding their businesses and growth.
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How to Build a Self Funded Startup in Hawaii
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You can't save your way to your dream life anymore. The truth is, you’re gonna need to learn to make more money. The Travis Makes Money Podcast is not your typical personal finance show. Rather than shaming you for buying a Starbucks coffee or pressuring you to become a billionaire, we focus on empowering you to make more money so you can enjoy life today while preparing for your future. You don’t have to cut back so much that you miss out on the present, and you don’t need to become the nex ...
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Brian Casel hosts conversations with founder friends. We talk about startups, products, software, entrepreneurship, but also what's happening in our lives away from our screens and revenue graphs.
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The stories of how bootstrapped businesses go from $0 to $250k in annual revenue
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Bowen Gines discusses the hurdles of business. Dive into the strategies and techniques of running and enjoying your business. You will learn from his and other entrepreneur's experiences so that you can build a business that you love. You will learn how to start your business as well as setting up the legal aspects, bootstrapping, taxes, cash flow, sales, marketing, social media, websites, SEO, ranking your Google business listing, building a team, productivity, building your business correc ...
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Backstage Capital is venture investment fund that backs underrepresented tech startup founders. Since inception in September 2015, Backstage has deployed nearly $2m into 40+ startups around the U.S. that are led by women, POC, and LGBT founders. This podcast takes you behind the scenes to show you what it's like to build a fund from scratch and give you deep insights into what investors are REALLY looking for. You'll laugh. You'll cry. You might steal a donut. But that'll have nothing to do ...
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Previously weekly chat with startup founders sharing learnings and insights. BootstrFM is now in archive mode after 12 episodes.
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The Product Journey documents the path of Noah and Ben as they build software products and try turning them into profitable businesses.
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Highlighting Innovation, Creativity, and Determination. Marketing fruit was created to encourage listeners to become entrepreneurs and give real time data to current business owners as well as other marketing professionals.
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Follow along with Louis and Mojca as we grow our profitable businesses. We give weekly updates on the stuff that's on our minds and the challenges we're facing.
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Two founders share an unedited look at what it's like to bootstrap a startup through weekly updates. Chris Spags is the founder of Jetboost, a suite of no-code plugins for Webflow. Corey Haines is the founder of Swipe Files, a membership site for marketers built with no-code tools. They chronicle their journeys getting to and staying "default alive": profitable, self-sustaining, with infinite runway.
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2051
421: Why You Should Never Start a Software Business
21:59
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The brutal truth about SaaS nobody tells you. Here’s the thing: I’m about to share all the reasons why you should never, ever start a software business. And yes, I’m fully aware that I’m talking to an audience of software founders. This is somewhat sarcastic, somewhat ironic twist on the great things about entrepreneurship. And the problems you'll …
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1
Make Money by Understanding What Your Time Is Actually Worth
21:37
21:37
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In this episode, Travis and producer Eric break down the modern “buy back your time” culture—everything from viral clips glamorizing $400/month haircuts to outsourcing every basic task. Eric brings his media and production perspective, while Travis adds years of entrepreneurial insight, creating a practical, funny, and eye-opening look at what actu…
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Lonely at the Top: Why Success Can Still Feel Empty
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Lonely at the Top: How Success Can Disconnect Founders From Themselves What if chasing success actually makes you feel less fulfilled? In this episode, Jesse and Dave unpack Brian Chesky’s viral reflection on the loneliness he felt after Airbnb's $100B IPO. Despite achieving the dream, he felt disconnected, empty, and unsure of how he got there. Th…
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E43: How I Lost 80% of My Revenue Twice (And What I'm Building Instead)
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32:12
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How 80% of my revenue disappeared twice in 60 days because I built on someone else's infrastructure. The brutal lessons about middleman businesses, the four principles for building anti-fragile companies, and the three-question audit that reveals if you're one policy change away from disaster. The double shock that almost crippled both businesses: …
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Welcome to Titan Tips, a rapid-fire segment by Marketing Fruit that empowers you to create compelling stories and high-quality videos in under one minute. Each episode delivers concise, actionable advice on crafting your narrative, enhancing your visual storytelling, and mastering the art of filmmaking. Whether you're a seasoned content creator or …
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1
423: The Marketer's Hierarchy of Needs: A Framework for Understanding Customer Intelligence
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17:09
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What if your customers can't care about your advanced features because you haven't satisfied their basic needs first? Just like humans need food before philosophy, marketers need specific data in a rigid order – and understanding this hierarchy transformed how Podscan onboards customers. This episode of The Bootstraped Founder is sponsored by Paddl…
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Make Money by Doing This in Your Twenties
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On this episode, Travis reacts to an old video of his 26-year-old self giving advice to young people in their late teens and early 20s. Eric—Travis’ producer—plays the video for him, and together they break down what young Travis got right, what he’d revise today, and why early career decisions matter more than most people realize. On this episode …
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1
He Lost $500M in One Minute — Then Bought 17 Amazon Brands Back
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1:02:27
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What happens when your $500M fund collapses on a single Zoom call? Brian Burt, founder of Canopy Management, lived it — and came back stronger. In this episode of Founder to Founder, we talk about scaling an Amazon agency, managing 100+ people with zero micromanagement, and what it really takes to win in e-commerce in 2025. 🔥 You’ll learn: • Why Am…
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🎧 Highlights: [00:00:00] Why build your own AI writer instead of using existing tools [00:02:15] The dream of never writing social posts again [00:03:36] “Software is no longer generic — it’s bespoke” [00:06:18] Excel as the original custom-software platform [00:08:42] How Excel models run billion-dollar deals [00:10:39] The rise of low-code and AI…
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Make Money with Golf Training | Sean O'Brien
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28:13
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Sean O’Brien is a serial entrepreneur, Shark Tank alum, and founder of Swingzy, a golf training tool designed to help players make smoother, more consistent swings. He’s also the former CTO and CMO of Autio, a venture-backed startup co-founded by Kevin Costner and supported by major brands like Camping World and Snapchat. Known for turning down one…
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These Founders Nailed Every Mark for a High-Value Exit
8:47
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Host Lexi Grant reflects on a conversation with two co-founders who were well positioned for a sale. Their business hit every mark that buyers look for — from profitability to growth — and Lexi shares exactly what made them stand out. Whether you’re thinking about selling soon or just want to build a stronger business, these four factors can help y…
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What do The New York Times and Notion have in common? A lot more than you’d think. They’re both proof of a pattern that quietly runs the world. Once you see it, you can’t unsee it. Suddenly, change makes more sense, opportunities reveal themselves, and that next move you need to make might just become obvious.…
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In this episode of The Entrepreneur Experiment, Gary Fox sits down with Ryan Casey, the founder of C11 Recovery — one of Ireland’s fastest-growing performance and recovery brands. From spending his days as an electrician to working with Rory McIlroy, Manchester City, Munster Rugby, and the DP World Tour, Ryan’s journey is a masterclass in turning g…
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Andrew shares the AI tools that real startup founders are using every day — not hype, but the ones that actually help them work smarter. From AI note-takers that surface your blind spots to automations that coach your team after meetings, these are the tools that top entrepreneurs rely on. 🔗 Tools mentioned: Granola App: https://www.granola.ai/ Cla…
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Drowning in To-Dos? How Virtual Assistants Are Keeping Us Afloat
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We’re deep in Q4 chaos—scrambling for sales, cash-strapped, and trying everything we can to keep things moving. In this episode, we talk about our creative last-ditch fire sale offers, how we’re leaning on virtual assistants to keep our heads above water, and what’s actually been working (and not) as we prep for BFCM. Whether you’re thinking about …
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E42: Why I Can't Read Business Books Anymore (And Why That's Actually Good)
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After 10 years of reading business books, I finally figured out why most of them waste your time. The uncomfortable truth about performance reading, why AI summaries work better than cover-to-cover consumption, and the builder's system for actually learning instead of just feeling productive. The bookstore experience that changed everything: Went t…
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Jay I & Co. Ep. 19 "The Power of Pricing: How Smart Strategy Builds Customer Loyalty"
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The Power of Pricing: How Smart Strategy Builds Customer LoyaltyBy Jay I & Co.
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Make Money by Treating Cash...Like Trash?
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In this episode, Travis Chappell sits down with his producer Eric for a candid conversation on money mindset, investing, and why “playing it safe” can sometimes be the riskiest move of all. Together, they unpack what it really means to make your money work for you—and why saving alone won’t build long-term wealth. On this episode we talk about: The…
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Business Breakups: How to Protect Yourself When It's Time to Split
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Welcome to Your Business, Accelerated! Digitally remastered with AI, Your Business, Accelerated! is the go-to podcast for entrepreneurs ready to scale smart. Hosted by Attorney Shaune B. Arnold, it delivers strategic business insights, legal frameworks, and real-world solutions to help you operate with clarity and confidence. Get actionable guidanc…
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Make Money by Manifesting the Business of Your Dreams | Betsy Fore
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Betsy Fore is a serial entrepreneur, CEO, and investor with nearly 20 years of leadership experience. She’s the author of Built on Purpose: Discover Your Deep Inner Why and Manifest the Business of Your Dreams, founding partner of Velveteen Ventures, and a trailblazer in consumer products for children and the planet. Notably, Betsy scaled Tiny Orga…
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The time has come to finally put this mostly abandoned podcast to rest. It's kind of a sad day for me but it is time to do this. Thank you listeners, thank you to Ian Landsman and Andrey Butov who gave me this podcast to take over, and thank you to Ed Freyfogle for co-hosting many episodes. So long, farewell, adios.…
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How to do AEO - Answer Engine Optimization
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🎧 Highlights: [00:00:00] Intro – “Don’t start with SEO. Start with AEO.” [00:00:36] Why this is the right time to focus on answer engine optimization [00:01:30] Case study: Webflow drives 8% of signups from LLMs [00:03:00] Onsite vs. offsite optimization — Reddit and YouTube matter most [00:06:18] Why Help Center content outperforms traditional SEO…
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E41: The VC Market Has Split Into Two Different Games (And Most Founders Are Playing The Wrong One)
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The VC market deployed $97 billion in Q3 2025, yet 84% of 2022 seed companies still haven't raised Series A. How both things are true, why the market split into two different games, and what founders should do about it. The paradox that made me investigate: Three years ago I was raising capital, met incredible founders who raised seed/Series A Chec…
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Wale Olaleye - Helping Founders with Tech
1:02:14
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Wale Olaleye of Rails Fever joins IndieRails to talk about what it really takes to build a consulting business. The conversation spans everything from refining your message and brand, “I help founders with tech so they can focus on operations", to embracing marketing, sales, and networking as essential skills, not dirty words. Wale, Jess, and Jerem…
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Make Money by Getting Out of Debt | Thomas Nitzsche
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Thomas Nitzsche is a financial educator, media spokesperson, and Vice President of Media and Brand at Money Management International — the largest nonprofit credit counseling agency in the U.S. After facing his own financial struggles during the Great Recession, Thomas turned his hardship into purpose, helping thousands of Americans overcome debt, …
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Episode 806 | Bootstrapping Missive to $8M ARR Over 10 Years
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Can a small team really bootstrap to $8M ARR in a crowded SaaS market? In this episode, Rob Walling chats with Philippe Lehoux about how he and his co-founders bootstrapped Missive, a collaborative email and team inbox tool. They deep dive into landing early customers, unique horizontal positioning, content-driven growth, enterprise sales, and how …
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Reacting to the "Did Women Ruin the Workplace?" Headline
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In case you missed it, New York Times Opinion released a video originally titled, "Did Women Ruin the Workplace?" that featured a debate on the different qualities men and women bring to the workplace. Today, Jason and Nicole are NOT debating that, because they are in agreement: women did not ruin the workplace. Instead, they explore how deeply lea…
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Welcome to Deep Dive—where we don't just talk about entrepreneurship, we get beneath the surface. In this segment, we explore the real-world challenges entrepreneurs face and tie them directly to the lessons, stories, and frameworks from the Blueprint to Business Mastery book series. Each episode unpacks one core issue—whether it's navigating burno…
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Make Money as the FIRST and ONLY Female NBA Scout in History | Bonnie-Jill Laflin
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Bonnie-Jill Laflin is a trailblazer in the world of sports — the first and only female NBA scout in history, a former NFL cheerleader for the Dallas Cowboys and San Francisco 49ers, a sports broadcaster, and founder of the nonprofit Hounds and Heroes. From modeling at age three to scouting for the Lakers dynasty under Phil Jackson, Bonnie-Jill has …
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You weren't handed a playbook. You're writing your own. Bootstrapped Beliefs is the soul of the self-starter — a weekly spark for the ones building empires from grit, clarity, and conviction. No hype. No shortcuts. Just unshakable mindset, sharp motivation, and stories of those who bet on themselves before anyone else did. These are 30-second sermo…
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1
Make Money with Purchases That Will Change Your Life
28:11
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In this episode of The Travis Makes Money Podcast, Travis and producer Eric dive into 10 rapid-fire questions about purchases, investments, and regrets — with two minutes on the clock for each answer. From Travis’ best investment ever to the truck that literally lost a wheel days after buying it, this one’s full of laughs, lessons, and hard-earned …
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From his parents’ house to supplying the world’s top athletes, Greg Bradley’s journey is pure entrepreneurial grit. In this Mentor Moment, the founder of BLK BOX shares how he went from teaching himself manufacturing to building a global fitness equipment brand trusted by Premier League clubs. 🎙️ Go back to Episode 406 of The Entrepreneur Experimen…
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Make Money by Helping Neurodivergent Adults Connect | Rebecca Matchett
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Rebecca Matchett is a serial entrepreneur, fashion innovator, and now tech founder who’s built her career around solving real-world problems. From co-founding Alice + Olivia to developing a patented women’s sizing system called TrioFit, Rebecca has consistently combined creativity and practicality to build impactful businesses. Now, she’s channelin…
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E40: I Wasted 6 Years Building in Stealth Mode (Here's Why You Should Start Creating Content Today)
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I Wasted 6 Years Building in Stealth Mode (Why Content Is Your Only Moat Left) For six years, I thought being public about my business meant sacrificing privacy and competitive advantage. I thought I needed VC funding to earn the right to talk. I thought competitors were winning because they stayed stealth, so I should too. I was wrong on all three…
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Welcome to Titan Tips, a rapid-fire segment by Marketing Fruit that empowers you to create compelling stories and high-quality videos in under one minute. Each episode delivers concise, actionable advice on crafting your narrative, enhancing your visual storytelling, and mastering the art of filmmaking. Whether you're a seasoned content creator or …
…
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1
Make Money with AI Supermodels | Jennifer Powell
30:28
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Jen Powell is the innovative CEO of JP Inc, a talent management agency revolutionizing influencer licensing with offices in LA, Nashville, and New York. With over 20 years of experience in modeling and influencer marketing, Jen has transformed the traditional fashion industry by embracing influencer-driven commerce early on, making her a unique lea…
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422: The Things Your Customers Don't Care About
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When you build a software business as a founder, you have a dream. Building. Features. APIs. UIs. But how much of that is JUST a dream, and what REALLY leads to paying customers? This episode of The Bootstraped Founder is sponsored by Paddle.com You'll find the Black Friday Guide here: https://www.paddle.com/learn/grow-beyond-black-friday The blog …
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In this episode, we talk about whether Rick’s expertise with traditional inbound marketing will work for LegUp Health.By Rick Lindquist and Tyler King
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Tim Elmore is the founder of Growing Leaders, a nonprofit dedicated to developing emerging leaders, with over 20 years of experience working alongside leadership expert John C. Maxwell. He is a prolific author of 40 books on leadership, including his latest, The Future Begins with Z, which explores innovative strategies for leading Generation Z as …
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What happens when a buyer emails you out of the blue? Not all offers are what they seem. Learn how to spot legit interest, protect your time, and maximize your leverage when inbound offers roll in. What you’ll learn: The two types of buyer outreach—and how to tell them apart What to do (and not do) when you’re not ready to sell How to turn real inb…
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We all have something we’re bad at. But maybe that’s not the problem. In this episode, we explore how your weaknesses might actually highlight your greatest strengths. Discover why focusing on fixing your flaws may not be the best use of your energy and where you should be spending your time instead.…
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In this episode of The Entrepreneur Experiment, Gary Fox sits down with elite performance coach Dan Lawrence — the man behind some of the world’s top athletes and executives, including boxer Conor Benn. From his roots in London to building a thriving high-performance business in Dubai, Dan reveals what it really takes to operate at the highest leve…
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Why is Morning Brew’s founder selling “AI Transformation”?
1:01:42
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🎧 Highlights: [00:00:00] Intro [00:02:06] Alex & Arman’s founding story — from pivot to partnership [00:03:09] Why engineers experience AI’s biggest leverage [00:05:15] “Think of it as a high-quality AI-powered dev shop” [00:06:36] The big vision: Building the McKinsey of AI [00:09:09] Crossing the chasm: From pre-AI to post-AI [00:13:03] Intellige…
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This episode features a candid conversation between Travis and his producer Eric, diving into the ways that religious backgrounds shape money mindsets and personal finance decisions. Travis reflects on his own experiences growing up in a large, well-resourced church and how both healthy principles and harmful attitudes have impacted his financial o…
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1
E39: Why Learning How to Learn Is Your Only Competitive Advantage Left (And My 5-Step Framework)
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Why Learning How to Learn Is Your Only Competitive Advantage Left I sat in that accelerator orientation listening to them brag about mentors who'd been teaching entrepreneurship for 15+ years. Everyone clapped. I was terrified. These were people with employee mindsets teaching the same frameworks from 2010. In an AI-first world where anyone can bui…
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