The Bootstrapped Founder - podcast cover

The Bootstrapped Founder

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

Episodes

189: Be The Kindest Person in the Room

Arvid talks about how applied kindness builds a brand and an audience. In a hostile world, many founders isolate themselves, but this isn't sustainable. Kindness changes the world, so be honest when self-promoting and set boundaries with hostility. Kindness can be seen in every aspect of life, creating a cycle of positive change. The blog post: https://thebootstrappedfounder.com/be-the-kindest-person-in-the-room/ The podcast episode: https://share.transistor.fm/s/0f9109d5 The video: https://www....

Feb 10, 202312 min

188: KP — Building an Authentic Personal Brand

KP talks about building in public, sharing your journey, and becoming a respected community member. Today, I’m talking to KP — the build-in-public guy. KP has been a pillar of the indie hacker community, and we talk about how to involve yourself, empower others, and eventually build a community around your personal brand and the things you care about. Here’s KP. 00:00:00 KP’s founder hotline 00:04:32 The struggle beneath success 00:12:11 The connection between teacher and student 00:16:26 Sharin...

Feb 08, 20231 hr 2 min

187: Negative Reviews are Good for You

Negative reviews are an important part of the customer experience, as they provide valuable feedback to creators about how their product or service is being perceived. Reviews can be a source of frustration for founders, as they may not reflect the quality of the work, but rather the disconnect between the customer's expectation and the reality of the product. It is important for creators to stay mindful of how they position their products in the marketplace and ensure that their messaging align...

Feb 03, 20237 min

186: Brennan Dunn — Mastering Email Marketing

Brennan shares the secrets to using emails to build relationships and increase your revenue. Today, I’m talking to Brennan Dunn, the founder of Palladio, co-founder of RightMessage, and general email expert. As a newsletter author myself, I took to this opportunity to learn as much as possible about personalizing and optimizing my email strategy. You’ll also hear what most people get wrong in email marketing. Here’s Brennan. 00:00:00 Brennan Dunn 00:00:48 What is up with email clients? 00:05:05 ...

Feb 01, 20231 hr 3 min

185: The Monkey and the Pedestal

To increase your chances of success as an entrepreneur, think outside the box and expand your opportunity surface. This can be achieved by embracing activities that don't scale, diversifying inputs, and taking small steps toward achieving your goals. These strategies will help you create valuable connections, build strong relationships and gain valuable insights that will lead to success. 00:00:00 Laura's journey 00:01:10 The parable of the monkey and the pedestal. 00:02:28 A cultural problem 00...

Jan 27, 20239 min

184: Laura Elizabeth — Building Software Products As a Non-Technical Founder

Today, I’m talking to Laura Elizabeth. She co-hosts the Non-Tech Founders podcast and runs several products as a non-technical founder. We talk about outsourcing, trust, and building an audience around your business. Here’s Laura! 00:00:00 Laura Elizabeth 00:02:10 Running a non-technical founder podcast 00:09:28 Hiring the right people 00:12:14 Hiring people who can do something you can't 00:17:27 Being able to do everything is both awesome and frightening 00:20:13 Experimenting with different m...

Jan 25, 20231 hr 1 min

183: Expanding Your Opportunity Surface

To increase your chances of success as an entrepreneur, think outside the box and expand your opportunity surface. This can be achieved by embracing activities that don't scale, diversifying inputs, and taking small steps toward achieving your goals. These strategies will help you create valuable connections, build strong relationships and gain valuable insights that will lead to success. - Expanding Your Opportunity Surface - Find your Following , my Twitter course — now with Find your Followin...

Jan 20, 202313 min

182: Daniel Fayle — Door-to-door to $2M ARR

Today, I’m talking to Daniel Fayle — co-founder of Chekkit, a business he and his team have boostrapped to $2mil in ARR. We’ll touch on finding the right vertical to get started, how to do things that don’t scale, and what choices need to be made to get a business to 7 figures. 00:00:00 Daniel Fayle 00:05:35 Getting started with Chekkit 00:09:00 Local marketing & picking verticals 00:12:05 When to hire a team? 00:17:25 Integrations 00:22:33 Pricing choices 00:25:32 How to be inspired by comp...

Jan 18, 202353 min

181: The Role of Trust in Remote Work

I was chatting with Marissa Goldberg about remote work this week , and she gave me several handy frameworks for founders who want to build remote-first businesses. At the center of any successful remote work relationship lies trust. And surprisingly, many businesses have a tough time trusting anyone once they can't see them at their desk in the office. Remote work is throwing a wrench in the time-honored tradition of butt-in-seat-hands-on-keyboard that so many managers consider to be the pinnacl...

Jan 13, 202311 min

180: Marissa Goldberg — Running a Remote-First Business

Today, I’m talking to Marissa Goldberg. She’s an expert in remote work and guides companies and founders alike toward a future-proof workplace. We’ll talk about productivity, best practices for going remote, and setting up a remote team of all sizes. Here’s Marissa. 00:00:00 Remote Work and Future Proof Workplaces 00:02:03 What is Remote Work Prep? 00:06:54 The right approach to go about remote work. 00:11:00 Traditional hiring doesn’t work for remote teams. 00:17:29 Integrating rest into your w...

Jan 11, 20231 hr 1 min

179: Founder Mental Health Pitfalls

This week I chatted with Patrick Campbell about his exit of ProfitWell to Paddle for $200 million. One of the most mind-blowing things that I experienced during that conversation was hearing Patrick tell me that he feels he needs to build something else to prove that his exit -$200 million- was not just a fluke. I did not expect that, but I should have because I feel the same way all the time. And the more founders I talk to, whatever stage of their journey they might be on, I hear them tell me ...

Jan 06, 202325 min

178: Patrick Campbell — Life After a $200mil Exit

Today, I’m talking to Patrick Campbell, founder of ProfitWell, a bootstrapped business that recently got acquired by Paddle for a whopping 200 million dollars. I talked to Patrick about getting acquired for 9 figures, finding your footing as a founder after such an incredible exit, where the online payment industry is heading, and how mental health challenges follow us wherever we go. 00:00:00 Introduction 00:01:04 Patrick's entrepreneurial journey 00:03:10 A different approach to marketing 00:0...

Jan 04, 20231 hr 1 min

177: Diversify Your Creator Portfolio

As a creative entrepreneur, it is important to diversify your portfolio and have multiple projects in progress in order to reach a wider audience, stabilize income streams, and protect yourself from the risks associated with relying on any one platform. In order to do this, it is essential to own the means of communication with your audience, such as through a newsletter or blog, and to repurpose content for different formats. Additionally, it is important to collaborate with other creators, use...

Dec 30, 202214 min

176: Jay Clouse — Creative Commitments

Today, I’m talking to Jay Clouse, a creative entrepreneur, and all-around amazing human being. We’re talking about keeping it all together as a solo creator, what makes a personal brand work, and how important authenticity is in building an audience. 00:00:00 What to do about all the attention-grabbing out there 00:05:00 A trust-based paradigm for your work 00:12:15 The importance of being a human being and not a brand 00:18:11 Challenges of aligning all of your projects under one umbrella. 00:2...

Dec 28, 202257 min

175: Realistic Building in Public for Introverted Founders

Sharing your work and process in public can be difficult for introverted entrepreneurs and creators, but it can help build credibility and trust with your audience, gather valuable feedback and insights, and even lead to new opportunities. Tips for sharing in public include reframing why you do it, taking it slow and steady, breaking it into small chunks, scheduling posts, and engaging in conversations. Setting specific goals for the amount of sharing you want to do each week or month can help y...

Dec 23, 202215 min

174: Ana Bibikova — The Introvert Superpower

Today, I’m talking to Ana Bibikova, a defender and cheerleader for introverts in entrepreneurship. Ana knows what it means to be skeptical of loud and salesy marketing tactics. They might work great for extroverts, but not so much for the quiet types. Today, we’ll talk about how you can build a public-facing brand without resorting to all the obnoxious and much-too in-your-face tactics. We’ll talk about being introverted, working with introverts, and serving introverts. Here’s Ana. 00:00:00 Entr...

Dec 21, 202254 min

[Bonus] Sahil Lavingia — Gumroad’s Pricing Disaster

Yesterday, the creator economy learned that Gumroad, a platform where creators have been building their businesses by selling their services and products, increased their prices significantly. That caused a lot of backlash in the community, with people threatening to switch to other platforms and criticizing how the price hike was communicated. It’s been an intense topic of community discussion. Today, I am talking to Sahil, the CEO of Gumroad, about what prompted this change, what happened to c...

Dec 20, 20221 hr 7 min

173: Build a Defensible Indie Business

When it comes to selling a small indie business, defensibility is a key factor that potential buyers will consider. A unique moat, or competitive advantage, lets your business stands out from the competition and is seen as a valuable acquisition. Many small founders sell their businesses because they want to get rid of them, and that attracts bargain hunters. It’s easy to negotiate a founder down when they feel pressure to sell a business that’s not very stable or profitable in the first place. ...

Dec 16, 202214 min

172: Andrew Gazdecki — Building a Sellable Business

Today, I am talking to Andrew Gazdecki, a pillar of the founder community and himself founder of the acquisition platform formerly known as MicroAcquire — but we’ll learn more about that on the show. Besides organizing millions of dollars worth of acquisitions every month, Andrew is a true teacher. His content on building software businesses is spectacularly useful. And fortunately, he will share a lot of it with us today. 00:00:00 Introduction 00:00:54 Founder and personality 00:04:19 MicroAcqu...

Dec 14, 202256 min

171: Avoid Vanity Metrics

We've been taught to believe that creators are only truly successful when they reach the top echelon of their platform, with millions of followers and likes. But this is a false notion that doesn't accurately reflect what success looks like for creators — or what “success” is about in the first place. The truth is that success for creators comes in many different forms, and it usually doesn’t depend on reaching the top of the platform. There are many creators who have found success by building a...

Dec 09, 202213 min

170: Rosie Sherry — Building Profitable Communities

I am talking to Rosie Sherry, proprietor of Rosieland and community empowerment expert. She runs her own communities, monetizing a few of them, and has been managing the IndieHackers community in the past. Rosie is an expert all things community and education. And that's precisely what we'll talk about today. This episode is sponsored by MicroAcquire . Here's the blog post for this episode . You can also watch this episode as a video on YouTube....

Dec 07, 202257 min

169: Paying the Bills While Building Your First Indie Business

There is a huge difference between building a product, a business, and a company. It's a progression from one to the other, usually involving making significant changes in your life. Requirements change, and so does our lifestyle to make our dreams possible. Ideally, we have a master plan on how to get there. But in reality, we have to pay bills, take care of our family, and deal with the often unexpected hardships of life. And while everyone's situation is unique, many entrepreneurs have found ...

Dec 02, 202218 min

168: Jakob Greenfeld — Writing Your Way to Clarity

Today, I am talking to Jakob Greenfeld. I’ve been reading Jakobs blog posts for years now, and they’re as spicy as they’re thoughtful. There’s not a single post on there that feels unfinished. That’s quite impressive. Well, I think we’ll figure out why that is during our conversation. We’ll also chat about how to unlock critical thinking by writing and what it means to give yourself permission to do things your way. Here’s Jakob Greenfeld. This episode is sponsored by MicroAcquire . Here's the b...

Nov 30, 202259 min

167: Find Business Ideas on Social Media

In my conversation with Daniel Vassallo this week , I learned that Daniel uses social media —Twitter in particular— to find inspiration for his own work as a teacher and content creator. Intentionally doomscrolling Twitter to come up with writing prompts and business ideas? Why not! If we consider this a strategic effort, not just wasting our time on social media, let's develop a few frameworks that lead to more tangible results. Today, I want to talk about finding ideas, problems, and points of...

Nov 25, 202218 min

166: Daniel Vassallo — Building a Portfolio of Small Bets

Today, I am talking to Daniel Vassallo, writer, founder, and person with very strong opinions. He is building a portfolio of small bets in public, on Twitter. I will talk to him about the importance of making money in diversified ways, how to structure your life around being a founder, and how to figure out which business ideas might actually work. Here is Daniel Vassallo. What is the lifetime value of a subscription business? 1:12 Different kinds of software fit different pricing models. 5:04 W...

Nov 23, 20221 hr 2 min

165: Why You Shouldn’t Sell Your Business

I was talking to Damon Chen, who built Testimonial.to to $400.000 in ARR this week, and at one point, he mentioned that he isn’t looking into selling his business just yet. Maybe even never. That got me thinking. While we all want to build sellable businesses, is there such a thing as selling too early? How can we determine when that phase ends and when it’s time to get acquired? Should we even do that, ever? Let’s look into why we might want to hold on to our business even when acquirers come k...

Nov 18, 202214 min

164: Damon Chen — Building a $400k/year SaaS

Today, I am talking to Damon Chen, the founder behind Testimonial.to, a social proof tool that has recently reached $400.000 in annual recurring revenue. Now that’s extremely impressive, particularly considering that Damon got it there all by himself. So, let’s just ask him how this family man accomplished such growth while living in one of the most expensive places you could build a business in. Here’s Damon Chen. LonelyDev is a community that I built to solve my own problem. 1:01 Lonely Dev tu...

Nov 16, 20221 hr 1 min

163: When Should You Go from Side-Project to Full-Time?

Earlier this week, I talked to Michele Hansen of Geocodio on The Bootstrapped Founder Podcast. Michele co-founded the business with her husband and ran it as a side project for several years. Now, that's a long time to wait before you commit full-time to a project. We also learned during our conversation that there are many ways of determining when the right time is to make that leap: for me, it was reaching a specific revenue figure, and for Michele, it was something else entirely. So let's exp...

Nov 11, 202214 min

162: Michele Hansen — Moving from Side Project to Full Time

I am talking to Michele Hansen, the co-founder of Geocodio, an indie SaaS business in the world of mapping and geolocation. I've been a fan of her work, both as a founder and as an active member of the Indie Hacker community for years now. I followed her journey with the business just as much as her foray into writing her first book, Deploy Empathy. Michelle really gets the founder community, and she's a respected teacher of all things customer development. In this episode, we chat about finding...

Nov 09, 20221 hr 7 min

161: Calm Business Misconceptions

In a world where everyone talks about disruption and hustling, the concept of a calm business can seem out of place or even naive. How can you compete with people who spend 80 hours a week working in their businesses —publicly boasting about their so-called "grindset"— when you treat your fledgling business as a side project that you only work on in the evenings? For many entrepreneurs, calmness is a pipe dream—a nice fantasy but impossible to accomplish. As you can probably imagine, I beg to di...

Nov 04, 202212 min
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