The Bootstrapped Founder

Expectations around AI tooling are changing, and software founders will be the first to either provide what people want — or perish.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/expect-ai-tions/

The podcast episode: https://tbf.fm/episodes/369-expect-ai-tions

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Johannes Jäschke is a pioneer in the intersection of technology and mental health. From a college seminar to the forefront of digital well-being, Johannes developed Hypnu, a hypnosis app that gained significant traction during the pandemic. His innovative approach offered an alternative to traditional methods, addressing insomnia and anxiety without side effects. 

After successfully exiting Hypnu, Johannes continues to inspire with his journey through the competitive startup world, exploring how he transformed an academic idea into a practical tool that changed lives. We also examine the nuanced differences between hypnosis and meditation, shedding light on how Hypnu distinguishes itself in the crowded digital wellness market. 

Johannes shares invaluable advice for aspiring non-technical founders, drawing from his personal experiences and the challenges he overcame to create a successful mental health solution. Join us for an insightful discussion that reveals the intricacies of entrepreneurship and the impact of technology on mental health.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/johannes-jaschke-from-hypnosis-innovation-to-business-exit/

The podcast episode: https://tbf.fm/episodes/368-johannes-jaschke-from-hypnosis-innovation-to-business-exit

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Now that we're starting a new year, let's look ahead at the opportunities and challenges facing the software business world in 2025.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/the-biggest-opportunity-of-2025/

The podcast episode: https://tbf.fm/episodes/367-the-biggest-opportunity-of-2025

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Omar Zenhom (@TheOmarZenhom) is one of those few amazing founders who just can't stop giving back to their entrepreneurial peers, no matter how much success they might have. Recently having sold WebinarNinja, Omar still shows up every single day — on Twitter, on the $100 MBA podcast, or wherever builders and makers struggle to build and make.

We talk about the exit, how to build a support network as a founder, and what Arnold Schwarzenegger has to do with the AI avalanche. Enjoy!

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/omar-zenhom-crafting-success-without-a-tech-background/ 

The podcast episode: https://tbf.fm/episodes/366-omar-zenhom-crafting-success-without-a-tech-background

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

A new business. Raising money. Bootstrapping. Lifting. And then some.

My 2024 was a year of progress, changes, and taking a few more risks than usual.

Here's my 2024 year in review.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/arvids-year-in-review-2024/

The podcast episode: https://tbf.fm/episodes/365-arvids-year-in-review-2024

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Sometimes, you have to pivot. And that's harder than it seems: old assumptions are deeply ingrained, new frontiers look scary.

But right now, Podscan needs this. And today, I'll share what happened, why I'm changing direction, and where this will go.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/breaking-my-own-rules/

The podcast episode: https://tbf.fm/episodes/364-breaking-my-own-rules

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Ben Rometsch (@dabeeeenster.bsky.social), the founder of Flagsmith, created a bootstrapped SaaS success story. Feature flags are transforming software deployment by decoupling releases and enhancing control. And Ben bootstrapped this deceptively simple-looking part of engineering into a significant software business. 

And then there's the open-source part of all that. The Open Feature project is setting new standards in software development, akin to OpenTelemetry. Ben shares insights into this collaborative open-source initiative and takes you on a decade-long journey running a software agency in London, where creativity thrived, leading to the creation of a cost-effective, open-source feature flag tool now used by major companies. 

We even get to the parallels between Brexit and business growth as Ben discusses breaking growth ceilings and the challenges of venture capital. You'll hear about a pivotal deal during the pandemic and how it set off a massive growth spurt that was previously impossible.

Ben and I both value slow, sustainable growth without VC pressures. But it comes with its own challenges, like balancing monetization strategies while maintaining a sustainable open-source project. Join us for a conversation about building a business with purpose.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/ben-rometsch-from-side-projects-to-industry-giants

The podcast episode: https://tbf.fm/episodes/363-ben-rometsch-from-side-projects-to-industry-giants

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

The podcasting industry is full of business opportunities. I see them every day, either as a podcaster, a listener, or someone running a SaaS in this industry. So here are the most promising ideas and problem areas in podcasting — right now.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/startup-opportunities-in-podcasting/

The podcast episode: https://tbf.fm/episodes/362-startup-opportunities-in-podcasting

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Pierre de Wulf (@PierreDeWulf), the founder of Scraping Bee, transformed himself from a frustrated developer into a SaaS success story. Here's what you'll learn from this episode:

1/ 🐝 Pierre's journey began with a subpar web scraping tool, sparking the idea for Scraping Bee. Discover how he bootstrapped his company in a crowded market, emphasizing lean operations and strategic growth.

2/ 🚀 Overcoming growth plateaus in SaaS can be challenging. Pierre shares insights on experimentation with new marketing channels, leveraging user feedback, and balancing traditional and fresh approaches for sustainable innovation.

3/ 🌐 The complexities of web scraping and the untapped potential of data are vast. Pierre discusses logistical challenges, the importance of bandwidth, and the value of data as a modern-day resource.

4/ 🇫🇷 Running a business in France vs. the U.S. offers unique challenges and opportunities. Pierre reflects on French bureaucracy, startup incentives, and how services like Stripe Atlas can simplify global expansion.

5/ 💡 Whether you're an aspiring entrepreneur or a seasoned SaaS veteran, Pierre's story offers valuable lessons on innovation, growth, and the power of data. Tune in to get inspired and learn from his experiences!

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/pierre-de-wulf-bootstrapping-scrapingbee-to-millions/

The podcast episode: https://tbf.fm/episodes/361-pierre-de-wulf-bootstrapping-scrapingbee-to-millions

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw

Imagine standing at a crossroads, juggling countless possibilities yet needing to choose just one path.

That's what most early-stage founders struggle with. And for me, that's picking the right course towards the ever-elusive Product-Market fit.

Today, I'll share how I tackle this challenge and what I do to show my best customers the highest possible value of my product as early as possible.

This episode is sponsored by Paddle.com — if you're looking for a payment platform that works for you so you can focus on what matters, check them out.

The blog post: https://thebootstrappedfounder.com/product-market-fit-time-to-first-value/

The podcast episode: https://tbf.fm/episodes/360-product-market-fit-time-to-first-value

Check out Podscan to get alerts when you're mentioned on podcasts: https://podscan.fm
Send me a voicemail on Podline: https://podline.fm/arvid

You'll find my weekly article on my blog: https://thebootstrappedfounder.com

Podcast: https://thebootstrappedfounder.com/podcast

Newsletter: https://thebootstrappedfounder.com/newsletter

My book Zero to Sold: https://zerotosold.com/

My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/

My course Find Your Following: https://findyourfollowing.com

Here are a few tools I use. Using my affiliate links will support my work at no additional cost to you.
- Notion (which I use to organize, write, coordinate, and archive my podcast + newsletter): https://affiliate.notion.so/465mv1536drx
- Riverside.fm (that's what I recorded this episode with): https://riverside.fm/?via=arvid
- TweetHunter (for speedy scheduling and writing Tweets): http://tweethunter.io/?via=arvid
- HypeFury (for massive Twitter analytics and scheduling): https://hypefury.com/?via=arvid60
- AudioPen (for taking voice notes and getting amazing summaries): https://audiopen.ai/?aff=PXErZ
- Descript (for word-based video editing, subtitles, and clips): https://www.descript.com/?lmref=3cf39Q
- ConvertKit (for email lists, newsletters, even finding sponsors): https://convertkit.com?lmref=bN9CZw