The Bootstrapped Founder

Sometimes, pondering what your worst enemy would do is a good idea. Taking their point of view gives you a fresh perspective on your own work, your business, and the way you are perceived.

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/adversarial-thinking-in-entrepreneurship/

The podcast episode: https://tbf.fm/episodes/299-adversarial-thinking-in-entrepreneurship

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

Sharath Kuruganty (@5harath) is not only a successful software entrepreneur and podcast host, but he's also open about the tough times he's faced, like losing his job while buying a home and having a baby. Sharath talks about the importance of being grateful, loving yourself, and understanding that life is short. He tells us how staying humble has helped him through tough times.

Sharath's story is especially powerful if you've ever felt like you had to change who you are to fit in. He explains how the culture in which he grew up made him chase respect and success in ways that weren't always true to himself. 

But he learned that being real not only makes you happier but also draws people to you. 

 Sharath's journey into podcasting shows that even introverts can find their voice and audience in today's digital world. His experiences encourage everyone to be themselves and find their unique place in the podcasting community.

Sharath on Twitter: https://twitter.com/5harath/

00:00:00 Striking a Balance in Entrepreneurship
00:08:13 The Power of Authenticity in Public
00:16:18 Building Skills and Mindset for Success
00:28:08 Improvement, Self-Awareness, and Podcasting for Founders
00:36:02 Building Personal Brands Through Podcasting

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/sharath-kuruganty-letting-go-isnt-quitting/

The podcast episode: https://tbf.fm/episodes/298-sharath-kuruganty-letting-go-isnt-quitting

The video: https://youtu.be/99dD-rCLH-s

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

• (00:00) - Striking a Balance in Entrepreneurship

Making money is hard. But even TAKING money takes some careful decision-making. Let's dive into payment platforms for solopreneurs today. Between Stripe, Paddle, and Lemon Squeezy (and then some), we have plenty of choices. But what matters most to people who already juggle 14 different jobs? I'll share what makes these platforms great, useful, and occasionally problematic for indie founders.

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/payment-platforms-for-solopreneurs/

The podcast episode: https://tbf.fm/episodes/297-payment-platforms-for-solopreneurs

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

Yong-Soo Chung (@yongsoochung) is a champion of the Personal Holding Company: he owns several businesses, a media company, eCommerce, and a service provider among them. How does one stay sane with that much work in such diverse fields? He shares his survival framework and much more on the show today.

I talk to Yong-Soo about hiring the right people to operate your business once it's outgrown you, if he would ever sell his money-making assets, and just how important it is to have your own distinct voice in a world full of best practices.

Looking to hire an operator for your business? Start a few more companies? Become better at juggling multiple hats? This one is for you!

Yong-Soo on Twitter: https://twitter.com/yongsoochung

00:00:00 Juggling Multiple Passion-Based Businesses

00:14:26 Building and Nurturing Exceptional Talent

00:20:55 Lessons Learned From Starting Projects

00:30:23 Exploring Audio-First and Video Formats

00:35:16 Podcast and Newsletter Strategy Optimization

00:45:47 Navigating Social Media Self-Identity

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/yong-soo-chung-surviving-serial-entrepreneurship/ 

The podcast episode: https://tbf.fm/episodes/296-yong-soo-chung-surviving-serial-entrepreneurship

The video: https://youtu.be/Q9oQdvSxZXs

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

• (00:00) - Juggling Multiple Passion-Based Businesses

Many indie hackers and solopreneurs have a big exit as their primary goal. That
might be because of the money, but also because of a business’ limited life
span. But is there something like a ‘forever business’?

If so, what do you have to keep in mind here?

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/forever-business-or-exit/

The podcast episode: https://tbf.fm/episodes/295-forever-business-or-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

Rox (@RoxCodes) recently sold his SaaS thumbnailtest.com. But he's pretty conflicted about the sale. What was promised to be a moment of joy and celebration quickly turned into doubt, grief, and confusion.

Today, I talk to my friend Rox about the emotional complexity of giving up something you hold dear, how to move forward, and what it means to level up even further after a successful exit. Rox opens up and talks candidly about the weight on his shoulders, the pressure, and the expectations.

"Surrender" is the operative term here. If you ever wondered just how nuanced the sale of a business can be and how a founder has to struggle their way through it, this one's for you.

Rox on Twitter: https://twitter.com/RoxCodes

00:00:00 Founder Talks Acquisition and Business Surrender
00:08:07 Choosing Potential in San Francisco
00:13:04 Building Creator-Led Software
00:25:13 Building a Software Entrepreneurship With Creators
00:30:12 Challenges of Building a Public Persona
00:44:41 Emotional Toll of Selling a Business
00:51:42 Navigating Challenges, Building Next Venture

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/roxcodes-building-dreams-and-letting-go/

The podcast episode: https://tbf.fm/episodes/294-roxcodes-building-dreams-and-letting-go

The video: https://youtu.be/OG7ExrERbuY

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

• (00:00) - Founder Talks Acquisition and Business Surrender

Today I discuss how I've developed my own advanced AI, moving away from relying on external platforms. I've managed to evolve the Podscan system from basic alerts to being capable of answering complex questions, all thanks to using llama.cpp and Mistral 7b on my own servers.

This approach has given me complete control over our technology and made our project more attractive to potential buyers. By leveraging open-source tools, I've minimized our dependency on other platforms and improved our competitive position.

And it's because of thousands of people working on this for free that I get to do this. The community support for llama.cpp on GitHub has been a testament to the collaborative effort behind this advancement. This episode celebrates the bold initiatives taken by these awesome developers and entrepreneurs in the AI space, and you'll learn how managing AI in-house can revolutionize a small but powerful software venture.

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/local-ai-for-software-founders/

The podcast episode: https://tbf.fm/episodes/293-local-ai

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

Josh Pigford (@shpigford)​, who created Maybe and Baremetrics, talks about bringing his financial tool back to life by making it open-source!

This has sparked surprisingly high levels of interest and even investment. 

Within two weeks.

In our chat, we delve into the challenge of building a platform that simplifies financial data, similar to how Zapier simplifies automation, all under public scrutiny. The goal? A community-supported plugin system and a customizable personal finance operating system for every life stage. Josh also discusses considering changing the technology behind his project to Rails, weighing the pros and cons of different tech choices, and the reasons people contribute to open-source projects.

Josh on Twitter: https://twitter.com/Shpigford

00:00:00 Building Maybe
00:10:44 Standardizing Financial Data Integration
00:16:40 Choosing Tech for a Development Project
00:24:37 Bootstrapping and Funding Open-Source Projects
00:33:13 Motivation and Fulfillment in Helping Others
00:38:04 Open Source Software and Long-Term Goals

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/josh-pigford-the-open-source-transformation-of-maybe/

The podcast episode: https://tbf.fm/episodes/292-josh-pigford-the-open-source-transformation-of-maybe

The video: https://youtu.be/wq1qYUxUxag

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

Join me as I dive into a crucial choice every entrepreneur faces, balancing what excites us with what makes sense. This week, a voicemail made me deeply think about my projects, Podline and Podscan. One's a service for podcast voicemails, and the other scans podcast content. 

The message brought up a common challenge for founders: the pull towards starting something new versus sticking with what you've already built. Together, let's explore how I deal with staying focused, the lure of new chances, and often, what guides many of our choices in business: the chance to make money.

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/to-pivot-or-not-to-pivot/

The podcast episode: https://tbf.fm/episodes/291-to-pivot-or-not-to-pivot

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

Spencer Patterson (@SpencePatterson) is a former financial advisor turned tech entrepreneur, who transformed his non-technical background into a $3.5 million SaaS triumph. Spencer shares his journey from navigating failed ideas to creating a platform generating $140K in monthly revenue with 6 million users. His experience offers a blueprint for marketing MVPs, team-building on a budget, and balancing tech with customer service in a startup.

Spencer also reveals his plans to build a YouTube community for founders, sharing knowledge and insights on AI, avoiding common pitfalls, and supporting indie hackers. Don't miss this episode, where Spencer's story serves as both a lesson in startup growth and a vision for future SaaS community development.

Spencer on Twitter: https://twitter.com/SpencePatterson

00:00:00 Founder's Journey to Building Successful SaaS
00:07:21 Marketing and Hiring Challenges for Startups
00:14:14 Customer Service and Time Management
00:23:42 Founders Helping Each Other on YouTube
00:27:08 Discussing Startup Strategies and Media Impact
00:37:10 Evaluating AI Advice and Avoiding Replication
00:48:32 Building a Community for Indie Hackers

This episode is sponsored by Acquire.com

The blog post: https://thebootstrappedfounder.com/spencer-patterson-mastering-market-niches-and-startup-growth/

The podcast episode: https://tbf.fm/episodes/290-spencer-patterson-mastering-market-niches-and-startup-growth

The video: https://youtu.be/ncACSAapc_c

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

• (00:00) - Founder's Journey to Building Successful SaaS