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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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Bootstrapped Unicorns: Entrepreneurship with Josh Pies About the Podcast Bootstrapped Unicorns is dedicated to Examining the Journey of Entrepreneurship. Interviews of entrepreneurs – finding out their back story, how they discovered their business, and how they overcame the challenges they faced, will help you – our viewers, friends, and peers – move forward with confidence. Josh Pies (Host), serial entrepreneur and guy who has hit both good and hard times, never gives up. What has fueled h ...
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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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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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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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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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Bootstrapping is all about dealing with constraints: no money, the day job, lack of experience, and having no distribution. If you want to know how I tackle the restricted resources I am building Podscan on, this one's for you. Today, we'll dive into what drives my priorities and how they find their way into a complex platform that juggles a lot of…
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Brian and Jordan's expert (lol) takes on WordPress-land. Car shopping. Netflix rec's. Funnel tracking. Customer observations. Over-building. Join our free community for Bootstrapped Web listeners If you're wondering "what's happening in WordPress?", our friend Matt Medieros published this excellent "just the facts" timeline. Connect with Jordan: Jo…
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ℹ️ Introduction Welcome to another insightful episode of *Frugalpreneur* with your host, Sarah St. John. Today, we're excited to have Liz Wilcox back with us. Liz, known for her prowess in email marketing and her dramatic survival on *Survivor*, where she placed 4th, brings a unique blend of reality TV insights and business acumen. We dive into her…
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“I didn’t see it coming.” I had to admit that to myself a few times recently. Over the last couple of weeks, I've been experiencing several issues with Podscan that only came to pass because I didn't really have any observability on my system. At least that’s what I know now. Today, let me share my early-stage learnings about system observability i…
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Join us in the (free) Bootstrapped Web community on Ripple.fm Today: Optimizing our onboarding funnels. Calls to action. Lead ads. ARPU. API plans. Pearl Jam. Sleep (or lack thereof). Brian's stuff: Brian's "One Month MVP" service Brian's SaaS, Clarityflow Brian on Twitter: @casjam Brian on Threads: @brian.casel Jordan's stuff: Jordan's company, Ro…
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AI is revolutionizing the way I work as a solopreneur. So why not share exactly how I use it? You'll hear how I use AI tools for everything from coding to marketing, and how they've become my secret weapon for punching above my weight. I also get into the nitty-gritty of the challenges and limitations of AI, and how I navigate them. If you're curio…
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Q4 energy. Signup funnels. Self-serve vs. not. Building assets vs. building cashflow. Membership business models. Join our free community for Bootstrapped Web listeners Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's MVP serice OneMonth.app Brian's SaaS, Clarityflo…
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It started with a minor refactoring. It ended with an avalanche that almost caused an infrastructure explosion. From code to collapse — and a few weeks of frantic restoration. That's what Podscan was for the last 2 weeks. Here's why dealing with external data and its scale can be very dangerous for indie founders. This episode is sponsored by Podsc…
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Welcome back to another episode of Frugalpreneur, where we delve into the best tools and strategies for running a business on a tight budget. In this episode, we explore Captivate FM, a podcast platform designed to streamline your workflow and help you grow and monetize your show. Whether you're a podcasting novice or a seasoned pro, Captivate FM o…
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💡 Guest bio Joe Casabona, a software engineer by training and a natural extrovert, has found his true calling in podcasting. With a mind that operates like a computer, Joe harnessed his unique skill set to carve out a niche in the podcasting world. The pivotal moment came during the pandemic when Joe, who then had one small child and a wife working…
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LINK TO YOUTUBE: https://youtu.be/gQAjzYiil-A YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: April 2024 RELEASE DATE: September 2024 EPISODE: 25 SHOW NOTES: Welcome to the Bootstrapped Unicorns Podcast! In this episode, host Josh Pies sits down with Scott Rammage, the founder of HireVP. They dive deep i…
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Welcome to the weird world of web scraping in the AI age, where founders have to protect their data from hungry AI companies but also need to collect information from all kinds of (not so) public APIs. Today, I dive into a particularly confusing situation I am in with Podscan when it comes to scraping and keeping the web free and open. This episode…
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LINK TO YOUTUBE: https://youtu.be/N6HiV1tauGA YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: April 2024 RELEASE DATE: September 2024 EPISODE: 24 SHOW NOTES: Welcome back to the Bootstrapped Unicorns Podcast! We are thrilled this time around to welcome James Keyes to the show. He is a bona fide celebrity…
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Join us in the (free) Bootstrapped Web community on Ripple.fm Today: Why makes SaaS more difficult than other business models? Rosie first customers! Brian's pricing experiment update. Training businesses. AI waves. Profitability at $1-2m. College Football. US Open Tennis. Brian's stuff: Brian's "One Month MVP" service Brian's SaaS, Clarityflow Bri…
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Andrew Davies (@andjdavies) runs marketing for Paddle, the payment provider that powers several of my businesses. They also recently ran an AI launchpad accelerator, which massively impacted the trajectory of my business, Podscan. It's about time we chat more about money on the pod. Today, I get to talk to Andrew about all things payment, why a Mer…
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I gave up going to tech conferences. But that probably is an outdated opinion, particularly since as an entrepreneur, I benefit much more from hanging out with my peers. Here's what changed and why you should really consider going to these events if you're an indie founder. This episode is sponsored by Podscan.fm The blog post: https://thebootstrap…
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This week, instead of writing code, I delegated it — to AI. I've been doing this a lot lately. But does that mean I am losing my ability to code? And what about people learning how to code? Is AI serving them, or does it block them from learning the real thing? Here's what's happening in software development, if it's even worth bothering with, and …
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Today on Bootstrapped Web: What if we bootstrapped? Funnel projects. Pricing experiments. Software speed. Tech-enabled services. Listener conversations on Ripple. Join our free community for Bootstrapped Web listeners Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: Brian's…
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💡 Guest bio Mickie Kennedy stumbled into the world of PR and marketing while finishing up a poetry degree 27 years ago. After realizing that waiting tables and writing poetry was not sustainable, he transitioned into PR and founded eReleases, a PR service that helps businesses get their news to the media. His background in writing and creativity ha…
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Connect with Brian, Jordan and fellow listeners in the Bootstrapped Web community on Ripple.fm Today: Asking the hard-hitting questions like... Coconut pastries... for or against? Is anyone actually able to log into the black hole that is Meta ads? Publishing a 1-page HTML landing page shouldn't be difficult. Should it? Brian's stuff: Brian's "One …
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Feeling the weight of success can be just as challenging as the climb to get there. At any point during your journey, you're confronted with having to make choices where the outcome is uncertain. I'm right in that position. So let's dive into a balancing act between the grand vision and the minutiae of running a business. This episode is sponsored …
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@kerollmops, the technical brain behind the open-source search engine Meilisearch, joins me for a nerdy chat about all things search. I’ve been using this blazing fast tech for my own business, podscan, and kero has helped me through a few challenges over the last few weeks. I really want to dive into the economics of building a business on top of …
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LINK TO YOUTUBE: https://youtu.be/kynuHiFEVpI YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: March 2024 RELEASE DATE: August 2024 EPISODE: 23 SHOW NOTES: In this episode of Bootstrapped Unicorns, host Josh Pies delves into the journey of achieving location freedom and setting life goals with guest Kevin…
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LINK TO YOUTUBE: https://youtu.be/_mcfmNJKZ2M YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: March 2024 RELEASE DATE: August 2024 EPISODE: 22 SHOW NOTES: Welcome back to the Bootstrapped Unicorns Podcast! In this episode, host Josh Pies welcomes Jeremy Morris of Total Concord Cleaning. Jeremy has one co…
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In this episode: how we launched our newsletter, Bootstrapped Giants. Presented by: Superhuman, the email app that gets us to inbox zero fast, helps us sell more and enables us to collaborate. Time stamps: [00:01:03] Why start the Bootstrapped Giants podcast? [00:01:26] Can you introduce yourself briefly? [00:04:03] Should we use clickbait titles? …
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Ripple.fm is live and open. Rosie is live for self serve signups. Niche social networking. Advertising using video. Cold outreach playbooks. And a special guest joins the show Join our free community for Bootstrapped Web listeners Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with B…
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Is it a good idea to guide your users through your app when they sign up? Or does it show that your interface is too convoluted? The answer is: yes. Both. And it depends on what you're building, who it's for, and what they expect. This episode is sponsored by Podscan.fm The blog post: https://thebootstrappedfounder.com/does-your-saas-need-a-user-to…
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LINK TO YOUTUBE: https://youtu.be/doEj4CsOsIk YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: March 2024 RELEASE DATE: August 2024 EPISODE: 21 SHOW NOTES: The Bootstrapped Unicorns Podcast is back with an all new episode. In episode 21, host Josh Pies welcomes Terry Weaver, speaker, business coach, autho…
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LINK TO YOUTUBE: https://youtu.be/TrUBqyeot2o YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: February 2024 RELEASE DATE: August 2024 EPISODE: 20 SHOW NOTES: The BU podcast is back with episode 20! This time around, host Josh Pies welcomes author, entrepreneur and blue-collar advocate Ken Rusk. In this e…
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Brian launches built and launched something new. 2 things actually. Jordan changes pricing strategy for Rosie. Brian also changes pricing strategy for Clarityflow. And all find our AI hardware "friend". Connect with Brian, Jordan and fellow listeners in the Bootstrapped Web community on Ripple.fm Brian's stuff: Brian launched Ripple.fm Brian's new …
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I ran into a pretty substantial question this week. Am I working in my business, or am I working on my business? I've been spending so much time building features, talking to customers, – it's operational work in the trenches. It’s taking small steps, looking at the ground, instead of dreaming of giant leaps while gazing at the stars. So, what can …
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LINK TO YOUTUBE: https://youtu.be/K9gpqiv3lQA YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: February 2024 RELEASE DATE: August 2024 EPISODE: 19 SHOW NOTES: Welcome to another episode of the Bootstrapped Unicorns podcast! You could say that this one is rather electrifying, because host Josh Pies welcome…
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What happens when something that was good enough isn't good enough anymore? Unscalable hands-on experiments work great in the early stages of a business. But what if you run into the scale problem without wanting to? (And what do you do about it when everything explodes while you figure it out?) This episode is sponsored by Podscan.fm The blog post…
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Guest Bio Steve Wallace is a seasoned sales professional and Chief Revenue Officer at Maverick App. With a background in insurance sales and a knack for outbound prospecting, Steve has honed his skills in building a book of business from scratch. Today, he focuses on training other sales agents and elevating their careers through effective business…
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LINK TO YOUTUBE: https://youtu.be/l45wVnExYm0 YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: January 2024 RELEASE DATE: July 2024 EPISODE: 18 SHOW NOTES: Welcome back to the Bootstrapped Unicorns podcast! This week, host Josh Pies goes solo. Sometimes, you want to do something just for the sake of doing…
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💬 Show Notes Guest Bio Marcus Higgs is a former high school English teacher turned transformational coach. With a background in teaching across South Korea, Spain, Thailand, and Saudi Arabia, Marcus brings a wealth of experience in education and personal development. Now based in the Bahamas, Marcus focuses on empowering parents to connect with the…
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LINK TO YOUTUBE: https://youtu.be/9mK-9I7Mv0U YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: January 2024 RELEASE DATE: July 2024 EPISODE: 17 SHOW NOTES: Welcome to another episode of the Bootstrapped Unicorns podcast! Today, Josh has the pleasure of sitting with the mayor of Orlando - okay, he's the un…
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`Indie Hackers have sinned. They allowed the seven deadly sins into their founder lives. And now we must cast them out. Well, let's be a little bit less dramatic. We already have enough drama in our busy founder lives. Still, something about the seven deadly sins translates pretty well into how many indie hackers comport themselves. Here's where we…
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Yet another new product announcement from Brian. Jordan launches to first customers. The era of hacking on new ideas. Summer speed ups. Professional standards. Vacations. Special guest joins us to tell us it's time to stop. Connect with Jordan: Jordan's company, Rosie Jordan on Twitter: @jordangal Jordan on Threads: @jordangal Connect with Brian: B…
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LINK TO YOUTUBE: https://youtu.be/8alWI6gaSe0 YOUTUBE CHANNEL: https://www.youtube.com/@BootstrappedUnicornsPodcast ORIGINAL RELEASE DATE: January 2024 RELEASE DATE: July 2024 EPISODE: 16 SHOW NOTES: You're an entrepreneur. The creation of your business is on your mind. Growing your business is your priority. But, what happens when that business gr…
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