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IndieRails

Jess Brown & Jeremy Smith

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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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WP-Tonic is a podcast for WordPress professionals, Bootstrap SaaS startup entrepreneurs, and anyone looking to build a business online. We cover a large number of areas with our main show. We interview creative WordPress and startup entrepreneurs, plus online experts who share insights to help you build your online business. Jonathan Denwood and Kurt von Ahnen host and produce the WP-Tonic podcast, which is one of the longest-running WordPress podcasts. Each episode brings you valuable insig ...
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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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Bootstrapped

Ian Landsman

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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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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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Startup to Last

Rick Lindquist and Tyler King

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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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Bootstrapped Web

Bootstrapped Web

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Brian Casel (@casjam) and Jordan Gal (@jordangal) share their raw and real behind-the-scenes of their entrepreneur journeys. From bootstrapping software startups to raising money to selling and exiting businesses, to growing teams and the emotional rollercoaster that is startup life. It's all here in Brian and Jordan's weekly(ish) updates.
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Underdog Ecom Podcast

Jack Oswald & David Lindahl

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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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They Got Acquired

They Got Acquired, Alexis Grant

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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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Bootstrap Marketing

Matteo Micheletti

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Marketing without a huge budget? Bootstrap Marketing is the podcast that helps your business by showing you free tools that are available online! Short and to the point, you can listen to one episode and immediately go and test out these new tools and tips to boost your Business or freelancing knowledge. Support this podcast: https://podcasters.spotify.com/pod/show/bootstrap-marketing/support
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Founder Views is a podcast for SaaS builders who want real conversations, not recycled playbooks. Hosted by Kosta Panagoulias, a 2x SaaS founder, the show features in-the-trenches conversations with SaaS CEOs, operators, and experts. Each episode digs into the decisions, strategies, wins, and struggles that shape real companies - practical insights from people actively building, not theorizing. While the core focus is SaaS growth, leadership, and execution, the podcast also leaves room for b ...
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The MAFFEO DRINKS Podcast is a leading drinks business podcast delivering actionable insights for drinks leadership. For founders, directors, distributor MDs, and hospitality leaders navigating the tension between bottom-up reality and top-down expectations. 20+ years building brands across 30+ markets. Each episode features drinks builders: founders, distributors, commercial directors, sharing how the drinks industry actually works. Not the conference version. Honest conversations. Insights ...
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The Bootstrap MBA

Jakob Greenfeld

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In this show I document my journey to an independent MBA-type education focussed on building bootstrapped businesses. Over the course of the next 12 month I will try to learn everything I can about ideation, software development, and marketing and then I will apply what I've learned by launching a new product each month.
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Indie Founder

Tiago Ferreira

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My name is Tiago and I am a full time Indie Maker. I build startups without any external investment and my goal is to perfect my entrepreneurial craft and reach $1M ARR (Annual Recurrent Revenue) Join me as I narrate my story and interview other entrepreneurs.
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The Unofficial Shopify Podcast

Kurt Elster, Paul Reda

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NEW EPISODES EVERY TUESDAY, SUBSCRIBE FOR UNBEATABLE ECOM RECON – Every Tuesday since 2014, host Kurt Elster shares the Shopify success stories that nobody tells you about, straight from the entrepreneurs living it. Subscribe for a raw look at what it really takes to succeed on Shopify.
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Bootstrapped Growth

Bootstrapped Growth

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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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Bootstrap Farmer Radio is a podcast that focuses on empowering growers and gardeners with the knowledge and resources they need to be successful, whether they are backyard gardeners, flower farmers, or market farmers. We interview farmers from all walks of life to share their experiences and give helpful tips to growers, no matter where they are in their journey. If you're just starting your gardening business, an experienced market farmer or home gardener, or growing your first plants in th ...
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The Pestle: In-depth Movie Talk, No Fluff | Film Review | Spoilers

Wes Evans: Actor, Filmmaker, Director, Writer; Todd Sapio: Actor, Producer, Musician, Athlete

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Cinema lovers unite! Two actors and filmmakers decided to cut through all the fluff and start a movie podcast where they actually discuss the film and not a million other things you don’t care about. Covering the obvious (did you like the movie?) while diving a little deeper (what is Interstellar really about? is there a bootstrap paradox?) we are having an in-depth conversation about movies and see if they hold up to scrutiny, and maybe even inform us about life or moviemaking itself. Becau ...
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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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Indie Bites

James McKinven

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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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Bootstrapped: In The Trenches

Michael Lee Rolland

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We’ve been in the food delivery industry since 2005 and have bootstrapped the entire way. While we compete with VC backed behemoths, this podcast gives listeners an idea about day to day life as an entrepreneur behind closed doors.
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Key Things Learnt Connected to Marketing, An Innovative Plugin Discover key marketing lessons from an innovative plugin. Boost your strategy with proven insights that drive real results. ---------------------- Sponsors of The Show ------------------------------- Kintsa - https://bit.ly/3VskGBT WP-Rollover - https://bit.ly/3VskGBT LifterLMS - https:…
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We joke about founders wearing many hats, but that metaphor misses the point. It's not about swapping accessories—it's about growing entirely new heads, each with its own brain that thinks, speaks, and prioritizes differently. In this episode, I explore why the transition from consulting or agency work to software entrepreneurship is so disorientin…
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Happy 2026. This Episode is hosted by Chris Maffeo and brought to you by MAFFEO DRINKS. A Deep-Dive Analysis of This Episode is Available at maffeodrinks.com Steve Perez reveals how he bootstrapped Global Brands (Owner of VK Vodka Kick and Franklin & Sons) from £200k to £65 million in four years without giving away equity. Starting with zero salary…
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We’re kicking off 2026 by dissecting the good, the bad, and the ugly of last year, from the reality of prioritizing profitability to our struggles with organic content and wholesale. We also break down our specific resolutions for the year ahead, including strategies for tighter product launch cycles, clearing dead stock through bundling, and manag…
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We invade Ethan Hawke’s “The Purge” and discuss: Story & Writing, high concept, agitating the audience, close calls; and other such stuff and things and stuff. “I don’t favor violence. If we could bring about recognition and respect of our people by peaceful means, well and good. Everybody would like to reach his objectives peacefully. But I’m also…
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Dana Roberts spent years watching fifth-grade girls panic through their first periods with ill-fitting products and no preparation. The period care aisle hadn't changed in decades. Same brands. Same sizing that was never designed for a 10-year-old's body. When she pitched the idea to her god-sister, Dr. Monica Williams, she got a polite brush-off. …
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Can your 9-to-5 job secretly prepare you to be a founder? In this solo episode, Rob Walling shares 11 unexpected lessons from his own day jobs, from courier to electrician to engineering manager, and how each role quietly taught him skills that shaped his success as a SaaS founder. He dives into the value of curiosity, self-education, and learning …
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Presented by Zapier Episode Highlights / Timestamps [00:00] Building AI software for companies, not just selling tools [00:36] Crossing $2M in annual revenue [01:12] A real-world AI document automation example [02:15] Why hourly pricing breaks in AI services [03:36] Using consulting to learn before building products [06:09] Landing the first custom…
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CFO Lauren Colson tells us how founders can clean up their financials so buyers trust the numbers. Plus, our new course, The Exit Playbook, is live! Many founders think their books are in good shape — until a buyer starts asking questions. In this interview episode, you’ll learn: How buyers evaluate financials during diligence Common bookkeeping mi…
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I answer a listener question on product validation and the best way to launch new projects. I share why I prefer building a simple MVP over just creating landing pages, and why I believe organic traffic beats paid ads unless you’re an expert. I break down the role of distribution and audience in finding traction. I also discuss recent Twitter drama…
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In a world where every thought shared online becomes data to be harvested, Journal is a small act of rebellion. Today we're introducing Journal — a completely private space for reflection built right into MOSSLET. Plus, we're catching you up on major platform updates including Discover, RSS feeds, our referral program, and accessibility improvement…
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Presented by Zapier https://zapier.com/ Episode Highlights / Timestamps [00:00] A broker replaces himself with an AI voice agent [00:45] Early pricing and first customers [01:30] The reality of cold calling expired listings [04:21] Why off-the-shelf AI voice tools weren’t good enough [05:15] First AI-booked listing appointment [08:15] Launching wit…
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We stroll through The Duffer Brothers’ “Stranger Things” Finale and discuss: Story & Writing, finales, plot armor, traditional 5-act structure for TV, dramatic moments; and other such stuff and things and stuff. “Anyone who has ever been privileged to direct a film also knows that, although it can be like trying to write ‘War and Peace’ in a bumper…
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"We were close to closing the company two or three times. Every winter was like, okay, that's it. Goodbye company." Chris Erthel built Meller sunglasses from a Spanish side project into a brand that sells a pair every 28 seconds. Along the way, he helped scale HelloBody from €30M to €107M as fractional CMO before its €330M exit to Henkel. We talked…
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What’s it take for a bootstrapped SaaS to beat a competitor with $10M in venture funding? In this episode, Rob Walling talks with Laura Roeder, founder of Paperbell, about how her lean, fully-bootstrapped team outlasted and outperformed a VC-funded rival. They discuss what the venture-backed company got wrong, how Paperbell focused on the right cus…
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Happy 2026. This Episode is hosted by Chris Maffeo and brought to you by MAFFEO DRINKS. A Deep-Dive Analysis of This Episode is Available at maffeodrinks.com Robert Simonson, author of seven cocktail books including "A Proper Drink: The Untold Story of How a Band of Bartenders Saved the Civilized Drinking World," joins to discuss how the modern coc…
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I predict what will happen in 2026 with AI, politics, and the economy, comparing my answers with ChatGPT. I answer Tony’s question on reconciling living off unemployment benefits while now facing high taxes as an entrepreneur. I explain why I’m not anti-taxes but believe the system needs to change, especially for small businesses. I share key predi…
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Our Predictions For WordPress For 2026 Discover our WordPress 2026 predictions: AI integration, block editor evolution, and performance upgrades that will transform your website. In this insightful video, we dive deep into our predictions for WordPress in 2026. From emerging trends in website design to cutting-edge technologies shaping the platform…
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Welcome to the Indie Founder Podcast—a show where I (Tiago) share my journey from software engineer to full-time indie maker. In this podcast, I talk about building bootstrap businesses like Podsqueeze—ventures grown without outside funding—and my dream of creating an “indie empire.” I’ll be documenting my experiences, offering practical tips, and …
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There's something strange about founders who built their entire business on open source software and open standards, then turn around and say you should lock customers in as hard as possible. I think that's a horrible practice—and counterintuitively, making it easy to leave actually makes people stay longer. Today I'm making the case for frictionle…
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In this episode, we tackle our first live "SaaS unboxing" to review Eltie, a new AI email platform that promises to build revenue-ready calendars tailored to your brand. We test the tool in real time, exploring its ability to generate HTML emails and product images, while debating whether AI tools can ever truly replace human agencies. Join us as w…
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This is our annual recap episode. We talk about how things went in 2025 and what we’re hoping to see in 2026. Personal goals for 2026 Rick Getting back to basics Going from reactive to proactive (and surviving to thriving) Shifting from a strategy of playing it safe and reducing risk to taking smart risk and being ok looking a little foolish Tyler …
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In a conversation with my co-founder we speak about why we’re not selling Podsqueeze in 2026, our MRR numbers, tackling churn, and the challenges of B2B vs. B2C. I explain our SEO strategy and why we invested $1,500 in a domain. I share new learnings about automating with N8N and the impact of AI on SaaS. Distribution—not just building products—is …
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Episode highlights: [00:00:00] Joe’s businesses and revenue breakdown [00:00:45] Five ways to make money with AI [00:00:54] Selling AI headshots as a done-for-you service [00:02:06] Delivering with VAs and prompts [00:03:36] Getting customers via LinkedIn polls and ads [00:06:00] Teaching AI while learning it yourself [00:08:24] Selling ideas befor…
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We uncover David Fincher’s “Zodiac” and discuss: Cinematography, angles, handheld vs stable; Story & Writing, true crime stories, identifying with the characters; and other such stuff and things and stuff. “There is no terror in the bang, only in the anticipation of it.“ – Alfred Hitchcock Notes & References: Supports us on our Patreon here! Harris…
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Six years after his first appearance on Founder Views, Luca is back with the real story of how AI forced a full business model and go-to-market shift. Customerly went from a seat-based, product-led support platform for small SaaS teams to an AI-first customer service engine selling into mid-market and enterprise, where volume and ROI are obvious. I…
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Montana Knife Company pulled in $1.7 million over Black Friday weekend without discounting a single knife. Co-founder Brandon Horoho explains how: five targeted product drops, one for each customer persona. An email cadence so aggressive he was watching unsubscribe rates like a hawk. And a VIP program where the reward shows up unannounced in your m…
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How will AI, SEO, and market shifts change SaaS next year? In this solo episode, Rob Walling revisits his predictions for 2025, what he got right, what he totally missed and shares nine new predictions for 2026. He reflects on trends shaping bootstrapped SaaS, from the rise of AI-first startups to the challenges facing horizontal SaaS founders. Int…
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Episode highlights: [00:00:00] The vision: media customized to one person [00:02:15] Why revenue isn’t the point — yet [00:03:18] Seeing early personalization at Spotify [00:06:00] Why kids’ content felt broken [00:07:48] Making the child the hero of the story [00:08:42] The hardest problem: image consistency [00:11:24] Why scaling AI products is n…
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I spotted a LinkedIn post the other day—obviously AI-generated—with dozens of enthusiastic comments underneath. Every single one also written by AI. Bots responding to bots, a whole conversation with zero humans involved. It was both hilarious and deeply sad. This got me thinking about the dead internet theory and our role as founders in either con…
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What is The Best Website Builder For WordPress In 2026? What is the best website builder for WordPress in 2026? Find out which builder offers the easiest setup and most powerful features. With Special Guest James Welbes https://jameswelbes.com/ @JamesWelbes https://www.linkedin.com/in/jameswelbes/ ---------------------- Sponsors of The Show -------…
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I share why I bought my most expensive domain ever for $1,500 and break down the strategy behind it. I talk about the shift from product development to mastering distribution, especially through SEO. I discuss the difference between active and passive distribution and why owning the right keyword domains can give a huge advantage. I reveal our plan…
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In this episode of IndieRails, Jess and Jeremy interviewed Jared Brown, co-founder and CEO of Hubstaff. The conversation began with a serendipitous meeting at XO Ruby, where an early-morning parking deck encounter turned into a deeper discussion about SaaS, engineering, and long-term company building. What started as a casual conference conversatio…
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We extract Ben Affleck’s “Argo” and discuss: Cinematography, camerawork; Story & Writing, mini-movie method; and other such stuff and things and stuff. “God help me if I ever do another movie with an explosion in it. If you see me in a movie where stuff is exploding you’ll know I’ve lost all my money.“ – Ben Affleck Notes & References: Supports us …
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After funding 210+ B2B SaaS companies, what patterns have emerged? In this episode, Rob Walling shares the 2025 State of TinySeed, from its first fund in 2018 to a global portfolio of over 210 B2B SaaS companies. He reflects on TinySeed’s growth, what the data reveals about today’s founders, funding trends, and the rise of AI-first startups. Topics…
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