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PODCAST

The Bootstrapped Founder

Arvid Kahl talks about starting and bootstrapping businesses, how to build an audience, and how to build in public.

business entrepreneurship

All Episodes

22:58

402: A $2 Billion Industry Built on Digital Duct Tape

The Bootstrapped Founder ·

2025/07/11

Today I’ll share my insights into the podcasting universe, from a software founder perspective. There are so many untapped opportunities in a space where budgets and expectations are growing massively, so why not talk about the most challenging issues and what could be gained if they were solved.This episode of The Bootstraped Founder is sponsored by Paddle.comThe blog post:

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41:13

401: Vova Feldman — Mastering Entrepreneurship in the...

The Bootstrapped Founder ·

2025/07/09

Vova Feldman is the founder of Freemius, a Merchant of Record payment provider. He's been at it for a while, and it wasn't always easy. Vova shares his approach to weathering the highs and lows of entrepreneurship, how to build a team (and mis-hires), and what operating in the payment industry means for a crafty founder.The blog post: https://thebootstrappedfounder.com/vova-feldman-mastering-entrepreneurship-in-the-payments-sector/ The podcast episode:

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14:31

400: The Hidden Revolution: AI Is Democratizing...

The Bootstrapped Founder ·

2025/07/04

One aspect of the AI hype we’re all dealing with right now is severely underreported. And it’s that part that I personally think has a much more substantial long-term impact than all the magical video generators and coding agents.This episode of The Bootstraped Founder is sponsored by Paddle.comThe blog post: https://thebootstrappedfounder.com/the-hidden-revolutionai-is-democratizing-coding-mentorship/ The podcast episode:

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50:35

399: NativePHP: How Simon Hamp & Shane Rosenthal are...

The Bootstrapped Founder ·

2025/07/02

Shane Rosenthal and Simon Hamp from the NativePHP Project have brought PHP, and with it my favorite web framework Laravel, onto Mobile devices. I love this: taking established tech and porting it into places where you wouldn’t expect. I’ll be talking to Share and Simon about how they accomplished this, and, maybe even more impressively, how they turned this into a profitable business at a very early stage.This episode of The Bootstraped Founder is sponsored by Paddle.comThe blog post:

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11:54

398: The Hidden Cost of Being First

The Bootstrapped Founder ·

2025/06/27

When Python's dominant package manager pip was challenged by newcomer uv—which is so fast users think it's broken—it revealed a fundamental truth about first-mover advantage that every founder needs to understand. Discover why being first means building "unavoidable complexity," how smart competitors exploit this weakness, and the strategic framework for deciding whether to pioneer a market or build a better mousetrap.The blog post:

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17:48

397: When Profitability Disappears — A Podscan...

The Bootstrapped Founder ·

2025/06/20

Today’s episode represents the reality of entrepreneurship—not just the wins, but the difficult decisions and uncertainty that come with building something new. Sometimes the most valuable conversations happen when we're honest about the challenges we're facing.The blog post: https://thebootstrappedfounder.com/when-profitability-disappears-a-podscan-reality-check/ The podcast episode: https://tbf.fm/episodes/397-when-profitability-disappears-a-podscan-reality-checkCheck out Podscan, the

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39:17

396: Jack Friks — Building Tools That Empower Without...

The Bootstrapped Founder ·

2025/06/18

Jack Friks (@jackfriks) is the founder of PostBridge, a social media scheduling tool that grew from his own frustration with spending hours posting across platforms to a $18k/month business. We explore the evolution of social media toward authenticity, the challenges of building lean products as a solopreneur, and how to navigate the noise while maintaining a genuine human connection in an AI-driven world.The blog post:

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26:40

395: From Code Writer to Code Editor: My AI-Assisted...

The Bootstrapped Founder ·

2025/06/13

My day-to-day coding looks very different from what it was a few years ago. Today, you'll learn about my voice-to-code workflow and how I leverage smart tools to have so much free time that I feel guilty for "not working enough." Seriously.The blog post: https://thebootstrappedfounder.com/from-code-writer-to-code-editor-my-ai-assisted-development-workflow/The podcast episode: https://tbf.fm/episodes/395-from-code-writer-to-code-editor-my-ai-assisted-development-workflowCheck out Podscan,

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41:55

394: Taylor Otwell — The (Quite Entrepreneurial)...

The Bootstrapped Founder ·

2025/06/11

Taylor Otwell (@taylorotwell) didn't just create the popular open-source framework Laravel. He turned it into a highly profitable business that helps developers build profitable businesses themselves. Few other open-source devs have such a clear understanding of market needs AND developer requirements. Taylor shares his approach to monetizing freely available code, how he intentionally built an ecosystem of free and paid-for tooling, and where the Laravel journey will go.The blog post:

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23:57

393: AI is a Threat to SaaS Multiples

The Bootstrapped Founder ·

2025/06/06

Software-as-a-service business acquisitions are in trouble. What is responsible for a downward trend in multiples and acquisition dollar amounts? It has a lot to do with AI, but it may not be what you think.I recently recorded an in-depth session for Rob Walling's SaaS Launchpad. This module is called AI in SaaS, and I share over a dozen pitfalls, unobvious risks, and hard-earned insights from my own AI SaaS building journey. The course was already great, but... you know... ;) Use the

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22:48

392: Building AI Businesses Without Breaking the...

The Bootstrapped Founder ·

2025/05/30

Ever heard of model collapse? It occurs when AI models are trained on the outputs of previous AI models. And it's not pretty.I recently recorded an in-depth session for Rob Walling's SaaS Launchpad. This module is called AI in SaaS, and I share over a dozen pitfalls, unobvious risks, and hard-earned insights from my own AI SaaS building journey. The course was already great, but... you know... ;) Use the code ARVID150 to get $150 off until June 8th.The blog post:

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25:32

391: AI is Flipping Our Relationship with Technology

The Bootstrapped Founder ·

2025/05/23

Second brains were all the rage a year ago. Now, it feels like we're not just externalizing our thoughts; we're training a much bigger, much less personal brain. A first brain. THE brain. Is this a good thing? Are we truly the beneficiaries here?The blog post: https://thebootstrappedfounder.com/ai-is-flipping-our-relationship-with-technology/The podcast episode: https://tbf.fm/episodes/391-ai-is-flipping-our-relationship-with-technologyCheck out Podscan, the Podcast database that

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16:39

390: When to Choose Local LLMs vs APIs

The Bootstrapped Founder ·

2025/05/16

When I started Podscan, I wanted to go full local AI. Self-hosted, self-managed, self-serving. But that tune has changed. Here's what to think about when contemplating a local AI strategy.The blog post: https://thebootstrappedfounder.com/when-to-choose-local-llms-vs-apis-a-founders-real-world-guide/ The podcast episode: https://tbf.fm/episodes/390-when-to-choose-local-llms-vs-apisCheck out Podscan, the Podcast database that transcribes every podcast episode out there minutes after it gets

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14:06

389: The Founder's First Hire: When to Let Go of Your...

The Bootstrapped Founder ·

2025/05/09

It's time. Solopreneurship works for a while, but it can't last forever. Not for me, not for Podscan. We need help.The blog post: https://thebootstrappedfounder.com/the-founders-first-hire-when-to-let-go-of-your-weaknesses/The podcast episode: https://tbf.fm/episodes/389-the-founders-first-hire-when-to-let-go-of-your-weaknessesCheck out Podscan, the Podcast database that transcribes every podcast episode out there minutes after it gets released: https://podscan.fmSend me a voicemail on

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11:44

388: The Job To Be Done: Understanding Customer Value...

The Bootstrapped Founder ·

2025/05/02

PMF is MIA without JTBD. Make sense? :DThe "job to be done" sits at the core of my customer's use of my product. I need to understand it to understand them. To fathom their needs.This week, I'll share how I approach that — and why it's taken me years to get here.The blog post: https://thebootstrappedfounder.com/the-job-to-be-done-understanding-customer-value-communication/The podcast episode: https://tbf.fm/episodes/388-the-job-to-be-done-understanding-customer-value-communicationCheck out

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11:05

Your API Documentation is Not For Developers Anymore

The Bootstrapped Founder ·

2025/04/25

API docs used to be by and for developers. Now, non-technical people use AI tools to build integrations into our SaaS products. We need to rethink how we communicate with them (and the AI agents that write their code).The blog post: https://thebootstrappedfounder.com/your-api-documentation-is-not-for-developers-anymore/ The podcast episode: https://tbf.fm/episodes/your-api-documentation-is-not-for-developers-anymoreCheck out Podscan, the Podcast database that transcribes every podcast

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24:23

386: One Year of Podscan: Reflecting on Tech &...

The Bootstrapped Founder ·

2025/04/18

This week, I'm sharing behind-the-scenes choices that allowed Podscan's growth from a small experiment to a thriving business. I'll delve into the choices I've made and how some have worked better than others. I'll explore the key decisions that have driven our success, such as selecting the right tools and technology, and utilizing AI to enhance the efficiency of our processes. Join me to learn how these choices, along with important upgrades and strategic partnerships, have contributed to

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15:33

385: The Balancing Act: Free Trials, Value...

The Bootstrapped Founder ·

2025/04/11

Just how much of your service should a trial user be allowed to "try"? When it costs you real money to supply your product, when and how do you apply limits so that people have to upgrade?That's my challenge this week, and I'll share a concrete example from my journey with Podscan.The blog post: https://thebootstrappedfounder.com/the-balancing-act-free-trials-value-demonstration-and-business-sustainability/ The podcast episode:

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21:21

Podscan's Profitability Milestone: What's Next?

The Bootstrapped Founder ·

2025/04/04

Podscan is profitable. Wild. A great success, a year after starting the business, and a fun opportunity to look at the options that lay before me. What will be my next milestone? What's the ultimate goal here?Well, you'll hear all about it today.The blog post: https://thebootstrappedfounder.com/podscans-profitability-milestone-whats-next/ The podcast episode: https://tbf.fm/episodes/podscans-profitability-milestone-whats-nextCheck out Podscan, the Podcast database that transcribes every

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18:45

383: Repositioning Podscan: From Monitoring to Data...

The Bootstrapped Founder ·

2025/03/28

Last week, in my hotel room just after MicroConf, I got excited about repositioning. I have had some time to think about the steps forward since then, and here's what I've come up with. This week, I dive into what I have already done, what needs to be done next, and where this is going.The blog post: https://tbf.fm/episodes/383-repositioning-podscan-from-monitoring-to-data-platform The podcast episode:

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425 results

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