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Bootstrapping A Saas Podcasts

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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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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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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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Join the SixSides.co team as we navigate the highs and lows of building a B2B SaaS company. From finding product-market fit to scaling sales and community-driven growth, we share real insights, tough lessons, and candid conversations about what it really takes to grow a successful SaaS business. Whether you're a founder, marketer, developer, or just SaaS-curious, this is your backstage pass to the journey.
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The Real SaaS

Jesse Burrell

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Welcome to the REAL SaaS Podcast. Real talk with the builders behind the most innovative SaaS companies in real estate. We dig into product-market fit, team building, funding, failures, and the playbooks driving growth. No fluff—just raw insights on strategy, execution, and what’s coming next.
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The Factory Floor

Corey Haines, Zach Stevens, & Nick Loudon

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The Factory Floor is hosted by the three co-founders of Conversion Factory, the marketing agency at the forefront of SaaS growth, marketing, and tech trends. Episodes are released on Twitter one day early, @coreyhainesco. Every other week Corey, Zach, and Nick break down what’s working right now in SaaS marketing, share real-world lessons from the field, and give you the strategies you need to outpace the competition. You can also find us on YouTube, X, and everywhere you listen to podcasts! ...
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The Panel

Justin Jackson & Brian Casel

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When it comes to bootstrapping and building software, there's rarely one right answer. We want to dive into the nuance. In every episode, veteran founders Justin Jackson and Brian Casel bring together a panel of sharp minds from the indie tech world to tackle thorny topics – from pricing and product strategy to work-life balance. No gurus, no easy answers – just real conversations we'd normally have behind closed doors.
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The SaaS Revolution Show

The SaaS Revolution Show, Alex Theuma

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The SaaS Revolution Show, hosted by Alex Theuma, brings you insights and tactics from the greatest SaaS minds in Europe and across the world. Revolutionary founders, executives, and investors openly share wisdom on attracting and keeping customers, growing companies in unlikely places, scaling globally, successfully reaching the SaaS high skies, and never giving up. The SaaS Revolution Show is brought to you by SaaStock, the only media, membership and events business that focuses on SaaS fou ...
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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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Two Adrians walk into a startup...

Adrian Spataru, Adrian Ispas

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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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Welcome to the AI Builders Club. Yeah, it’s a podcast, but it’s also a workshop, a group chat, and your new favorite corner of the internet if you’re trying to build quality automations with AI. This isn’t a snake oil “prompts that print money” operation. It’s hands-on agentic workflows, pro tips, and real talk from two cofounders in the trenches building a new no-code automation platform. Each week, Aaron Dignan and Chase Adams take on one real-world mess, like inbox chaos, scrambled meetin ...
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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 $100K ARR (Annual Recurrent Revenue) Join me as I narrate my story and interview other entrepreneurs. Join our community
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SaaS District

Akeel Jabber | Horizen Capital

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Top Startup and SaaS Podcast for Startup Founders, Entrepreneurs and Investors. Learn how to optimize your growth strategy a SaaS startup entrepreneur from beta all the way to exit. We cover topics such as raising capital, acquisitions, leadership, B2B sales, growth marketing, scaling, hiring, M&A, conversion optimization, productivity, bootstrapping, venture capital, private equity, and innovation. By sharing industry lead expertise, we want you to implement the best-proven tactics to help ...
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The Cheat Code & Friends

In Revenue Capital

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Serial entrepreneurs and operators Justin Gray, Josh Wagner & Sean Kester combine decades of B2B and GTM expertise with unwavering honesty to unpack the latest news (fake or otherwise) on The Cheat Code & Friends Podcast. Combined with a rotating guest list of founders, practitioners and investors, the no-nonsense forum gathers fortnightly, holding court to translate headlines into reality and discuss the impact for early-stage businesses. The Cheat Code is just that, the trusted folks we lo ...
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The SaaS Venture

Aaron Weiche

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A podcast sharing the adventure of starting, growing, and running a bootstrapped SaaS company. Aaron Weiche is the founder of Leadferno, a conversion platform powered by SMS to help business capture more leads and close them faster. Each episode shares the journey of the software start-ups wins, losses, and experiences in marketing, sales, product, customers, metrics, and more.
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Default Alive

Corey Haines & Chris Spags

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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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Bootstrapping SaaS is a podcast where I document my attempts at getting to $10K in MRR with my SaaS products as a one-man show: designer, developer, marketer. I talk about recent updates with my SaaS', conundrums, lessons, successful outcomes, and a few personal things here and there. Once in a while, I bring in a guest and we talk. The show is roughly prepared with bullet points, but mostly a free rain of thoughts with whatever is going on that week. The first 40 episodes have been mostly a ...
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Consumer VC takes a look into early-stage consumer investing and venture capital. If you are interested in learning about consumer trends, have a b2c business and interested in learning about the fundraising process at the early stage, you have come to the right place. Mike interviews some of the top venture capitalists in the world that focus on B2C and consumer type companies or have a deep track record investing in these categories such as marketplaces, SaaS, social, CPG and non-tech subs ...
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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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Push to Prod

Colin & Dan

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Col & Dan talk all things startups, SAAS, and the business of running software companies. Colin co-founded Userlot and chats about the journey of building his second SAAS. Dan is building a SaaS for the first time and learning as he goes. Listen along and enjoy the ride.
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Build & Launch

Justin Jackson

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A weekly podcast focused on shipping small projects. Every week I'll take you on an adventure of launching a new project. You'll hear the launch stats, hurdles I had to overcome, and how you can learn from my mistakes.
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Unscripted SaaS

Jeremy Rivera

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I'm interviewing SaaS founders, solopreneurs, developers and marketers who are working with, or for SaaS companies. We're exploring what makes a SaaS tick, business models, pitfalls, hard lessons and huge victories in an unscripted interview format.
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Startup to Something

Marc and Matt

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A weekly podcast by two indie hackers, Marc and Matt. They share their ups and downs of building their bootstrapped online businesses. They prefer to show instead of teach, so you get to see the real story about what it's like to “startup to something” - raw and unpolished.
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Play It Smart

Alexej Pikovsky

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Learn how business leaders grew their businesses and dealt with challenges in a smart way: - Fundraising - First customer - Scaling - Acquisition & exit - Balance between work, health and family
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Founders & Foodies

Ross Andrews

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Welcome to the Founder & Foodies Podcast. I love food and startups. As a matter of fact, I do both, I have a small SaaS startup I founded and I'm a self-proclaimed amateur chef. This podcast is all about those two things, so come join me on my culinary and startup adventure! Support this podcast: https://podcasters.spotify.com/pod/show/foundersandfoodies/support
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Get the inside look at how startup founders and entrepreneurs used Acquire.com (formerly MicroAcquire) to sell their startup or buy an online business. Learn tips on how to vet sellers/buyers, justify valuations, negotiate terms, handle due diligence, asset transfers, escrow, post-acquisition support, and more!
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Ramp is the SaaS analytics podcast that explores the stories of how people use data to transform and rapidly grow their business. Host Cara Hogan interviews thought leaders, sales experts and data analysts to understand how analytics can ramp up your SaaS business. Learn more at insightsquared.com/podcast
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Mix & Matchbox

Brent Feldman

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How do I successfully market my business online? What goes into building a custom website? Which digital tools are actually worth it? If you’ve found yourself asking any of these questions, then you’ve come to the right place! The Mix & Matchbox podcast explores innovative digital tools, dissects complicated marketing strategies, and offers pro tips on how to grow your business online. Join podcast host Brent Feldman, Cofounder of Matchbox Design Group, in interviews with members of the Matc ...
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There are many important topics in the world that you need to be informed about. The problem is, most people don’t have the time to explore these topics on their own. My goal is to have easy-to-understand conversations with experts that will help give you the nudge to start digging into the subjects that are meaningful to you. From economics, business, real estate, investing, bitcoin, politics, and much more - you’re going to hear me pick the brains of thought-leaders, CEO's, politicians and ...
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Exploring Plugin Solution Creator LMS: Next-gen development insights, advanced functionality & game-changing features for modern education. In this video, we delve into the exciting journey of developing a new plugin solution for Learning Management Systems (LMS). Discover how this innovative tool enhances user experience, streamlines course creati…
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How do you really know when you’ve hit product-market fit? In this episode, Rob Walling welcomes back Kevin Wagstaff, co-founder of Spectora, to answer listener questions about early traction in Facebook groups, finding product-market fit, handling criticism, and what it really took to bootstrap to a $90M exit. Want to get your questions answered? …
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Rich J. Yun didn’t build Jet Designs to sell it. He built it to solve a real need: on-demand design support for early-stage startups. But once it was running smoothly, he listed it on Acquire.com. No brokers. No outside capital. Just a clean listing and the right buyer. Within days, the deal was done. All cash. No earn-out. No complications. In thi…
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Phase 3 of SaaS Marketing is all about scaling your wins. This is where you layer on optimization strategies like CRO testing, upsell flows, expansion revenue paths, referral systems, advanced nurture sequences, and more! It’s not just about getting customers—it’s about growing LTV, deepening loyalty, and multiplying your marketing ROI. ... The Fac…
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Most founders obsess over product-market fit while completely ignoring audience-market fit - and it's killing their businesses before they even start. I spent 5 years building SimpleDirect into a profitable company serving contractors, only to realize I'd chosen the worst possible audience for sustainable growth. Every customer had to be personally…
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Phase 2 of SaaS Marketing is all about building your base. This includes Sales pages, conversion pages, comparison pages, sales collateral, onboarding flows, email marketing, and more! ... The Factory Floor is hosted by the three co-founders of Conversion Factory, the marketing agency at the forefront of SaaS growth, marketing, and tech trends. Epi…
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I went from 14 employees down to 5 people two years ago. It was the best business decision I've ever made. We're more profitable, faster, and I actually enjoy work again. The brutal reality of scaling too fast: 14 people = 7 hours monthly just doing one-on-ones Communication paths explode exponentially with team size You start "finding tasks" for p…
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Tune in for a conversation with Justin Michael, Founder of the Justin Michael Method, on how AI is reshaping sales without replacing what matters most: the human connection. From the enduring power of cold calling to the fine line between hyper-personalization and just being relevant, Justin explains what modern sales teams need to know to win. The…
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It took me a long while to realize this: AI isn't just something like a chatbot for my customers. AI can work behind the scenes to facilitate getting the right stuff in front of the right people for me, even just to figure out who people are and how I should talk to them. And today, I want to share exactly what I'm doing, how expensive this is to r…
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Vince Mayfield is cofounder and CEO of TalkingParents, a co-parenting app for communication and coordination used by divorced parents raising children. Cofounder Stephen Nixon was a lawyer with family cases who saw the need for a secure, unalterable communication record to improve co-parenting and family harmony. He pitched a development company ow…
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In this episode of TinySeed Tales, Rob Walling reconnects with Harris Kenny, founder of OutboundSync, to explore the rapid evolution of his SaaS business just months after transitioning from agency work. Harris shares how niching down to outbound-focused agencies unlocked sales momentum. He talks about hiring, his Salesforce breakthrough, SOC 2 pre…
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AI has killed every competitive advantage for software founders except one: distribution. If anyone can build your app in a week, your code isn't your moat - your crowd is. The brutal reality I'm seeing as a software founder since 2019: My first MVP took 8 months to build (April 2019 → January 2020). Today? That same product could be built in a wee…
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This week’s episode comes live from SaaStock USA 2025. Join special guests Greg Head (Practical Founders) and Josh Turley (CEO, RTA) as they discuss the story of transforming RTA from a 1970s COBOL-based business into a thriving SaaS company with a $100M valuation.Josh shares:- Why a fanatical focus on culture and clarity fueled RTA’s growth.- The …
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Glimpse is the all-in-one, AI-powered deductions management platform for CPG brands—automating deduction capture, classification, disputes, and accounting. Recover more revenue while saving time –https://www.tryglimpse.com What does it take to build a truly durable consumer brand in today’s volatile venture environment? In this episode, Mike sits d…
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How can you scale yourself as a founder? In this episode, Rob Walling is joined by Yaniv Bernstein (co-founder and CTO of Violet, former COO, VP of Engineering, and Google leader) to unpack how a founder’s role must change as the company grows. From writing the code yourself to leading managers of managers, they dig into the tough transitions every…
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Everyone's telling you to build in public. Share your revenue, your struggles, your team changes. Document everything. I'm calling BS. Most "building in public" is just startup theater with better marketing. Here's why - using my own expensive lessons about what to share, when to share it, and why most founders get transparency completely backwards…
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In this episode, we hit a huge milestone as SixSides goes live at Laravel Live Denmark. Mitch ships the Android app just in time, supports the event from Sydney into the early hours, and the team watches real time adoption, photos, and questions roll in. We also workshop our 30 second pitch, set an ambitious $300k revenue goal for next year, and ta…
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Umar Khan didn’t plan to sell. Bootstrapped and lean, his AI side project ChatFAI went viral: 1M users in a year and MRR jumping from $500 to $2,000 in two months. Its edge? Long-term memory that kept conversations alive. Despite traction, Umar chose focus over scale. He listed on ⁠Acquire.com⁠, where verified buyers, clear documentation, and fast …
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Phase 1 of SaaS Marketing is all about Positioning, Branding, and the setting a strong foundation for your startup. ... The Factory Floor is hosted by the three co-founders of Conversion Factory, the marketing agency at the forefront of SaaS growth, marketing, and tech trends. Episodes are released on Twitter one day early, @coreyhainesco Every oth…
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Welcome to Episode 3 of The Factory Floor! - AI is the hottest trend in tech, but let’s be real—most AI companies suck at marketing. From meaningless jargon and generic branding to overusing “AI” in every sentence, these startups are making the same mistakes that doomed blockchain and Web3. In this episode, we break down the five biggest problems w…
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I failed at 3 startups before SimpleDirect worked. A ride-sharing app that got destroyed at pitch competitions. A travel planning app that went nowhere. A cashback app that hit #2 on Product Hunt but still died. Each failure taught me more than years of reading startup books ever could. The biggest barrier to founder success isn't lack of knowledge…
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I was reading Brandon Sanderson's latest novel, Wind and Truth, when I came across a sentence that stopped me cold: "A stronger current makes for stronger fish." That's it. That's what entrepreneurship is. We're constantly encountering currents that either facilitate what we want to accomplish—the businesses we want to build, the lives we want to c…
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Alan Miegel is co-founder and CEO of BetterComp, a modern compensation management platform for larger companies to manage compensation datasets to set market-priced salary benchmarks. Alan and his cofounders started the company in 2019 with founder funding, then raised angel funding as convertible debt from his friends in the tech industry. They sh…
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Glimpse is the all-in-one, AI-powered deductions management platform for CPG brands—automating deduction capture, classification, disputes, and accounting. Recover more revenue while saving time – ⁠https://www.tryglimpse.com When fundraising stalls, valuations reset, and the cap table gets messy—what really happens next? In this episode, Mike sits …
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I fell hard for "vibe coding" - using AI to build apps based on vibes rather than understanding. Spent 6 months with Cursor and Claude, paying $200/month. Built 3 projects. One succeeded, two failed spectacularly. - Project 1 (Success): Rebuilt our dormant mobile app in 2 days using Figma designs and Claude. Looked perfect, worked great, solved a r…
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Welcome to Season 5 of TinySeed Tales, the documentary-style series where we follow one SaaS founder’s journey over 12 months to hear about the wins, the missteps, and everything in between. In this season premiere, Rob Walling introduces Harris Kenny of OutboundSync. After running a successful agency, Harris makes the leap to go all-in on SaaS. It…
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Alex is joined by Guy Podjarny, serial entrepreneur and Founder and CEO at Tessl (and Founder of Snyk). In the episode, they discuss Guy’s incredible journey from founding Snyk (valued at $8.5B at its peak) to leaving the unicorn he built to tackle the next frontier: reimagining software development for the AI era.Guy reveals why he believes softwa…
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Would you take that check again? Two founders. Two paths. One backed by venture capital, the other bootstrapped. This episode breaks down the tradeoffs of startup funding in today’s environment, where open-source tools and cheaper tech stacks have changed the rules. What you’ll hear: How modern stacks cut startup costs VC mentorship vs. hard-earned…
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What does it look like when a 100‑person development team shrinks to ten human overseers plus a fleet of AI agents that do the heavy lifting? How can a healthcare system finally unlock the value hidden in its massive data stores? And can the same technology we use to write code also help clean up a polluted bay? In this power‑packed episode of Mix …
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What are the real risks of AI-generated code and “vibe coding”? In this episode, Rob Walling is joined once again by fan-favorite Derrick Reimer to answer a fresh batch of listener questions. They dig into solo vs. co-founder trade-offs, managing scope creep, and how integrations can shape early traction. Want to get your questions answered? Drop t…
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Discover the Brutal Truth Behind B2B SaaS Marketing Challenges! Are you struggling to optimize your marketing strategy in today’s competitive B2B SaaS landscape? In this video, we break down insights from Peep Laja’s LinkedIn post, where he surveyed 50 top B2B SaaS CMOs (from companies generating $50M to $1B+ in revenue). Their stark admission? "We…
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In this episode, we finally lock in our company values, vision and mission — and talk through how they’ll shape the way we build SixSides moving forward. We also check in on lead gen, accounting drama (featuring Roman and Mel), and the final countdown to Laravel Live Denmark. Plus, Mitch finally finishes the app and gets some much-needed breathing …
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Red Flag Issues With New Clients & The Right Tech Stack For WordPress Freelancers in 2025 Avoid costly mistakes! Learn to spot red flag issues with new clients & choose the right tech stack for WordPress freelancing success. Join us as we uncover the key red flags that could signal trouble with new clients in 2025. This video also highlights the op…
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I spent 2 years and hundreds of thousands building a sophisticated quant trading firm. Hired 5 engineers. Built complex algorithms. Backtested everything. Result? Couldn't beat the S&P 500. Then I discovered Bogleheads on Reddit. Bought 8-10 simple index funds and household names in May. It's August now. I'm up 5.5% in 3 months doing absolutely not…
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JJ Englert didn’t start in SEO. He built Trade Backlinks, a profitable SEO marketplace for buying and selling backlinks safely and transparently. He launched it lean, listened to user feedback, and kept adding features that mattered: automated link tracking, performance analytics, and verified member checks. The platform became the go-to in its nic…
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Weekend rambling thoughts - no script, just real talk. Hit 25,000 Twitter followers this week. Feels surreal because I barely put any time into it. I don't even have Twitter on my phone. Have an extension that blocks it so I don't get addicted. Only check it on desktop once in a while. The weird thing: Sometimes what you don't focus on performs bet…
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Justin's been using Stripe Sigma to learn a lot more about the history of revenue at Transistor. He had a phone call with Jason Cohen about how to get what you want out of your business. And Brian talks through the same frameworks to figure out what might work best for Builder Methods including exploration of courses, cohorts, community, and more. …
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