Are you a bootstrapper who's never considered raising investment money? Or maybe you're a die-hard VC-funded growth hacker who can't imagine running a business without that extra cash infusion. Either way, Jason Cohen's journey from bootstrapping to raising millions will give you a fresh perspective on the funding debate.Jason discusses his personal discovery of wanting a different journey with WP Engine, which led to raising money after two years of bootstrapping. We also uncover the importance of understanding your competitors instead of demonizing them, in order to develop a unique strategy for your own business.Jason has seen and done a lot as a founder. No matter what stage of this journey you’re on, you will learn something today.00:00:00 Introduction 00:01:27 Raising money for bootstrapped companies. 00:09:16 When is it bad to sell your business? 00:15:31 The problem with self-imposed ignorance. 00:19:11 Founder mental health issues00:23:04 How to hire people who are better than you. 00:27:26 The importance of having a consistent strategy. 00:31:20 The reality distortion field of a software business. 00:34:59 Do you ever consider building a solopreneur business again? 00:40:37 Do you ever consider not being a founder anymore? 00:45:12 The value of building a public network. 00:54:12 The importance of building public. 01:01:03 The importance of social media. Jason on Twitter: @asmartbearThe blog post: https://thebootstrappedfounder.com/jason-cohen-two-exits-two-unicorns/The podcast episode: https://share.transistor.fm/s/b349aec5The video: https://youtu.be/fMniLsLl5ncYou'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find Your Following: https://findyourfollowing.comThis episode is sponsored by Acquire.com! Go to http://try.acquire.com/arvid/ to get started with making sure you run a sellable business. (00:00) - Introduction (01:27) - Raising money for bootstrapped companies. (09:16) - When is it bad to sell your business? (15:31) - The problem with self-imposed ignorance. (19:11) - Founder mental health issues (23:04) - How to hire people who are better than you. (27:26) - The importance of having a consistent strategy. (31:20) - The reality distortion field of a software business. (34:59) - Do you ever consider building a solopreneur business again? (40:37) - Do you ever consider not being a founder anymore? (45:12) - The value of building a public network. (54:12) - The importance of building public. (01:01:03) - The importance of social media.

Are entrepreneurs born or made? Find out as we explore the profound impact of nature and nurture on the development of an entrepreneurial spirit. Discover how family stories, socioeconomic status, and exposure to diverse narratives shape your perspectives and behaviors. Uncover what it takes to become a successful entrepreneur in the digital age.The blog post: https://thebootstrappedfounder.com/entrepreneurship-isnt-genetic-its-memetic/The podcast episode: https://share.transistor.fm/s/f85b818bThe video: https://youtu.be/vm4c4KQSKu0You'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find your Following: https://findyourfollowing.comFind me on Twitter: https://twitter.com/arvidkahl/This episode is sponsored by Acquire.com

Andrew McIntosh is a first-gen entrepreneur. And so am I. And we both needed help along the way. From building a sustainable and inclusive community for first-gen entrepreneurs to discussing the power of business coaching and growth mindset, you'll gain valuable insights into the world of entrepreneurship without a safety net. Learn from a successful underdog's story and get inspired to take your own entrepreneurial journey to the next level. No matter what your parents say.Andrew on Twitter: https://twitter.com/andrew_drivesThe blog post: https://thebootstrappedfounder.com/andrew-mcintosh-first-generation-entrepreneurs/The podcast episode: https://share.transistor.fm/s/e49eaaa6The video: https://youtu.be/Iez5Qcz6JOsYou'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find Your Following: https://findyourfollowing.comThis episode is sponsored by Acquire.com! Go to http://try.acquire.com/arvid/ to get started with making sure you run a sellable business. (00:00) - Introduction (02:08) - Learning by doing by making mistakes. (06:04) - The importance of having a support network. (10:43) - Entrepreneurship is a rollercoaster. (14:07) - Have you always been crazy or is this a new development? (20:41) - Coaching vs. coaching. (24:28) - Building a digital community that is asynchronous. (28:19) - Community building and accountability in business. (32:47) - Entrepreneurship starts with a community. (37:35) - Share your wins and losses. (42:20) - Entrepreneurship as a vehicle for freedom. (49:35) - Getting people to the point where they graduate. (52:41) - The importance of sharing your story and building a community.

Are you responding to customer service requests as quickly as possible? You may think it's the best strategy, but this dedication comes at a hefty price. Today, I will share my experience with the pros and cons of super-quick customer service responses, the role of software tooling, and how to balance response speed with good business sense. Discover the layered approach to customer service that will help you have your speedy cake and eat it, too.The blog post: https://thebootstrappedfounder.com/responding-fast-to-customers-a-good-idea/The podcast episode: https://share.transistor.fm/s/5d404f4dThe video: https://youtu.be/J8qbNR3rz0wYou'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find your Following: https://findyourfollowing.comFind me on Twitter: https://twitter.com/arvidkahl/This episode is sponsored by Acquire.com (00:01) - Intro (01:38) - Customer service response times (03:42) - Proving that I’m the real deal (05:13) - The importance of prioritizing customer service and productivity (06:55) - How to embrace the bots (09:32) - Don’t act like your bots are people (11:12) - Optimizing for response speed

Today, I’m talking to Moritz Dausinger, a serial indie hacker with several exits under his belt. Moritz most recently pivoted his software business Refiner after 18 months of trying to figure out a way forward. Well, now he’s found it. We will chat about figuring out how to structure sales, how and who to hire, and if he wants to sell this business again, for a third time.Moritz on Twitter: https://twitter.com/mdausingerThe blog post: https://thebootstrappedfounder.com/moritz-dausinger-serial-indie-entrepreneurship/The podcast episode: https://share.transistor.fm/s/215b9c09The video: https://youtu.be/8jiwJZyMjEIYou'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find Your Following: https://findyourfollowing.comThis episode is sponsored by Acquire.com!  (00:00) - Introduction to today’s episode. (03:04) - How did you get involved with the indie hackers podcast? (10:11) - It’s never just about execution. (16:40) - The importance of bootstrapping. (20:16) - Getting funding for Refiner. (24:47) - How to outsource your technical work. (29:29) - How did you decide to sell your company? (35:47) - The importance of building a good relationship with the seller. (38:38) - Sharing your story in public. (42:23) - The importance of sharing your story. (47:50) - Bridging the gap between sales and customer service. (51:56) - Pricing structure for dual models. (57:43) - How expensive is it to run a database server? (01:03:08) - What is the perfect sellable business?

Are you struggling to find the balance between the utility of your product and its perceived value? Let’s explore the biggest misconception in entrepreneurship and discover how to create a high-utility business at the intersection of your fields of interest. Find out what Swiss Army knives have to do with it, too!My new podcast project: Arvid & Tyler Catch Up / https://catchup.fmThe blog post: https://thebootstrappedfounder.com/utility-pricing-and-entrepreneurship/The podcast episode: https://share.transistor.fm/s/d8b22900The video: https://youtu.be/G4KZWbYutEsYou'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find your Following: https://findyourfollowing.comFind me on Twitter: https://twitter.com/arvidkahl/This episode is sponsored by Pinto Financial. Check out their demo at usepinto.com/learn

Kevin McArdle bought my SaaS. For millions. And now, I get to talk to him about all things acquisition. In our chat, we discuss the importance of annual exit planning for startup founders, we explore the mindset and framework necessary for building a successful and sellable business, as well as the benefits of stepping outside of your normal workplace to think strategically. With practical advice and personal anecdotes, this conversation is a must-watch for any entrepreneur looking to achieve long-term success — and a big life-changing check at the end.Kevin on Twitter: https://twitter.com/Kevin_McArdleThe blog post: https://thebootstrappedfounder.com/kevin-mcardle-the-man-who-changed-my-life-and-could-change-yours/The podcast episode: https://share.transistor.fm/s/d938c4ceThe video: https://youtu.be/Wx0hEK0zNPUYou'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find Your Following: https://findyourfollowing.com

Join me on a thought-provoking journey as I explore the challenge of balancing authenticity and public opinion on social media. Discover the struggle faced by an entrepreneur and creator who wants to build a Twitter audience while staying true to themselves. Yours truly. I'll ask the tough question: how much of my "true self" should I reveal in the public domain?My new podcast project: Arvid & Tyler Catch Up / https://catchup.fmThe blog post: https://thebootstrappedfounder.com/self-censorship-on-twitter/The podcast episode: https://share.transistor.fm/s/9216f800 The video: https://youtu.be/6Hk5qbjXZJk You'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find your Following: https://findyourfollowing.comFind me on Twitter: https://twitter.com/arvidkahl/This episode is sponsored by Pinto Financial. Check out their demo at usepinto.com/learn

Are you feeling burnt out or overwhelmed by societal expectations?Today, I’m talking to Paul Millerd, author of “The Pathless Path.” We talk about hustle traps, the stories we tell ourselves about success, and our obsession with productivity. Learn how to connect with yourself, rediscover leisure as a positive force in your life, and find "the others."Discover how to expand your horizons and find your own way in life, all while building and teaching in public.Paul on Twitter: https://twitter.com/p_millerd/The blog post: https://thebootstrappedfounder.com/paul-millerd-walking-the-pathless-path/The podcast episode: https://share.transistor.fm/s/14e38471The video: https://youtu.be/fqAN89v8DQ4You'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find Your Following: https://findyourfollowing.com (00:00) - Introduction. (00:52) - Finding the pathless path. (07:04) - Taking action will lead to more action. (11:01) - Goals and aspirations. (17:08) - Leisure and Laziness. (24:09) - Generosity and not focusing on numbers. (27:57) - Why money doesn’t matter (33:44) - How writing helped me make sense of life. (38:28) - How to avoid bullshitting yourself. (43:08) - How to live your life. (50:34) - Finding Paul

Discover how to make your Twitter profile a promise of a fruitful long-term relationship with your future followers. Today,. let’s explore the biggest misconceptions surrounding Twitter profiles and how optimizing your profile can turn visitors into followers. From the purpose of your profile to the importance of using real estate wisely, you’ll find the common mistakes people make and how you can avoid them. My new podcast project: Arvid & Tyler Catch Up / https://catchup.fmThe blog post: https://thebootstrappedfounder.com/twitter-teardowns-3-low-hanging-fruit-to-massively-improve-your-twitter-presence/The podcast episode: https://share.transistor.fm/s/20b5a449The video: https://youtu.be/_Ia8dnuXOg8You'll find my weekly article on my blog: https://thebootstrappedfounder.comPodcast: https://thebootstrappedfounder.com/podcastNewsletter: https://thebootstrappedfounder.com/newsletterMy book Zero to Sold: https://zerotosold.com/My book The Embedded Entrepreneur: https://embeddedentrepreneur.com/My course Find your Following: https://findyourfollowing.comFind me on Twitter: https://twitter.com/arvidkahl/This episode is sponsored by Pinto Financial. Check out their demo at usepinto.com/learn