The Bootstrapped Founder

When Fatih started his sticker business Stikkernet, his peers asked him, “You’re a developer; why don’t you write this from scratch?” His response? “Why should I?” Today, I'm talking to my dear old friend Fatih Kadir Akın — or fka for short. We discuss his unexpected journey of building a successful business out of a simple idea. Fatih shares his experience with building Stikkernet and how he grew...

What happens when we encounter something so novel that our minds can't fully comprehend it?  Today, let’s explore the "Rubber Band Effect" and how it impacts both journalists and entrepreneurs alike. Learn how to build products that fit seamlessly into your customers' workflows and how to effectively communicate the results your product can achieve, without overwhelming them with the complexity of...

“As an entrepreneur, you need someone you’ve been through shit with already” — and that’s exactly why Dagobert and Lucie are the perfect power couple co-founders. I chatted with @dagobertrenouf about overcoming struggle, growing a business together, and dealing with the lack of motivation when things get complicated. We discuss the power of Twitter and building an audience before creating a produc...

Using ChatGPT as a writing partner helps strengthen arguments by acting as an editor, proofreader, and devil's advocate. It prompts the AI to provide counterpoints and can detect emotional subtext, highlight missing pieces of the argument, and suggest better examples. This adversarial writing approach with generative AI results in writing that is both in the author's voice and accessible to a wide...

Few people had an impact on my founder journey as Dr. Sherry Walling — and she didn't even know. But I got to tell her! We discussed burnout, imposter syndrome, and stress among founders. Sherry explained the need for mental health professionals who understand the unique challenges of entrepreneurship and shared that burnout is a diagnosable issue.  While entrepreneurs have more control over their...

This week, I got on my first post-COVID trip and headed to Denver, Colorado for MicroConf 2023. It. Was. Awesome. Unsurprisingly, being in the same room with 250 other bootstrapped SaaS founders is one of the nerdiest things you can do. And it was as enlightening as it was nerdy. I just arrived back home in Canada a few hours ago, so I took the opportunity to share my insights from the conference...

When it comes to building an "owned audience," nothing beats an email list. Louis Nicholls is a newsletter expert, and he shared with me how to monetize a list, how to grow it reliably, and why cold emails are often done spectacularly wrong. Louis will show you how to do email right. 00:00:00 Why did you choose to build SparkLoop? 00:05:23 Grow an audience, monetize a list 00:09:07 How do you main...

ChatGPT is everywhere. But can we build businesses on it? What risks will we face? Let's dive into the future of entrepreneurship in a world where AI is ubiquitous. My new podcast project: Arvid & Tyler Catch Up / https://catchup.fm The blog post: https://thebootstrappedfounder.com/chatgpt-goldmine-or-minefield-for-indie-hackers/ The podcast episode: https://share.transistor.fm/s/efd69983 The...

Marie and Ben are a power couple. Together, they run Notion Mastery, an intense workshop for people who want to use Notion professionally and productively. In our conversation, we'll dive into platform risk, building a sustainable educational business, how to work together as a couple, and why social media distribution matters a lot to educational founders. Enjoy! 00:00:00 What can we learn from p...

Artificial scarcity, a marketing tactic that fosters urgency in customers, can lead to short-term financial gains but raises ethical concerns and negative consequences in the creator economy. Drawbacks include damaging relationships, promoting impulsive purchases, and exacerbating global inequality. While there are exceptions, such as outcome-oriented communities and front-loading financial gains,...

Most of Josh Spector's newsletter issues are just a few sentences. Sometimes, just a link. And still, advertisers and readers alike flock to Josh's emails. In our conversation, you will learn why brevity is so attractive, how to make sure you're telling the right stories to the right people, and how to build systems that keep people coming back for more. 00:00:00 How to think about scarcity 00:04:...

This is probably the most concentrated and well-produced podcast I've been on in a long while. And I want to share it with you here today as a bonus episode. Kudos to @YongSooChung for putting his money where his mic is. He spent a lot of time, money, and energy to make this episode happen. This is a great ep, and if want to learn about my whole founder journey, I recommend a listen. Here's the or...

What are the factors involved in choosing a solid business name? From securing an available domain to choosing a unique name for SEO reasons, I delve into the linguistic and cultural considerations of choosing a business name, including avoiding potentially offensive or negative connotations in various markets. I also emphasize the importance of trademarking the business name and domain to protect...

Peter knows how to get good domains and turn them into businesses. He's selling onions, helps dude ranchers get clients, and will share his approach to monetizing domains as well as purchasing them on the cheap side. Peter's been building online marketplaces for a while, and he'll teach you how he approaches setting up profitable businesses. 00:00:00 Peter’s unique approach to building a business....

Here are my personal strategies for achieving consistency in content creation, which encompass implementing accountability systems, connecting with my audience, and reaping financial and lifestyle rewards. Additionally, I explore the difficulties of maintaining motivation and the vital role of community in this process. I recount my own story, beginning with the launch of a blog and ultimately lea...

Justin Jackson has been successfully bootstrapping Transistor.fm with a small team throughout the ups and downs of a shifting economy. He even rejected massive clients to be able to keep running a calm and self-funded business. Find out just how important it is to stay independent, resilient, and nimble, and what building on open standards has to do with that. 00:00:00 Justin Jackson 00:01:24 The...

Looking to build a successful SaaS business? Don't just focus on product-market fit. In this video, learn about the Solution-Workflow Fit, a crucial element to consider for success. Discover why the medium in which your solution is implemented and the workflow of your customers matter just as much as the technical side of your solution. See real-life examples and learn how to research your target...

Rob Fitzpatrick is a serial entrepreneur, a writer, a community leader, and a very curious human being. I talk to Rob about building an incredibly complicated business, the world of self-publishing, what AI tools can and will do for humanity, and how to build communities that can run by themselves. 00:00:00 Rob Fitzpatrick 00:03:38 The challenges of building the Useful Books business 00:10:01 A ra...

How to secure your product, the business, and an eventual exit, including using established frameworks, outsourcing to secure third-party vendors, and having clear and complete account separation. The blog post: https://thebootstrappedfounder.com/securing-your-saas/ The podcast episode: https://share.transistor.fm/s/6c645953 The video: https://www.youtube.com/watch?v=jNOr7BheIz8 You'll find my wee...

Troy Hunt (of HaveIBeenPwned fame) is a cybersecurity expert who has been around long enough to be able to give actionable and pragmatic security advice without complicating things. In our conversation, we chat about best practices for securing your SaaS business, how to get your family to be more secure, what it means to vet your vendors, if you should build your own authentication and why passwo...

Goodhart's law is powerful and important to remember for every creator: when a measure becomes a target, people tend to optimize their behavior to meet that target, which can lead to unintended consequences. You'll see examples of this law in action, including in education and social media, and learn the negative consequences of over-optimizing for follower count. But I won't let you go without pr...

Today, I’m talking to Matt Wensing — the founder behind Summit and tweeter of many often controversial things. We talk about bootstrapping a financial SaaS, how to deal with integrations, and when to take funding. Here’s Matt. 00:00:00 An exchange of stories 00:04:54 What’s your strategy? 00:09:31 Writing long-form 00:15:05 Bridging the gap between invention and commercialization. 00:19:56 Creator...

Stair-stepping into software entrepreneurship is a great way for developers to start their own businesses without taking on massive risks. Building a plugin on an established platform allows developers to leverage existing user bases and traffic to grow their business quickly, while also being aware of the risks associated with platform dependency, profit-sharing, and limited flexibility. My inter...

Today, I’m talking to Colleen Schnettler, co-founder of Hammerstone and build-in-public podcaster. We talk about getting bootstrapper-compatible funding, juggling way too many projects, and selling a business when you know it’s time to move on. Here’s Colleen. 00:00:00 A lot of podcasts 00:06:01 Building on Heroku 00:12:25 Building on Marketplaces 00:16:59 Dealing with support requests 00:21:49 Pr...

Arvid shares what writing can bring to the founder table. Self-funded entrepreneurs can benefit from honing their writing skills, as it can be used to communicate ideas and thoughts clearly, attract attention, foster relationships, and build a personal brand. The blog post: https://thebootstrappedfounder.com/writing-for-founders/ The podcast episode: https://share.transistor.fm/s/735924e4 The vide...