• From SEO Maestro to Investing Magician: Joost de Valk on the Power of Raising Funds In Bootstrapping Ecosystems

    Joost de Valk quite literally changed the WordPress SEO landscape with his company Yoast. What started as a small bootstrapped product grew into a business empire with 140 employees and over 12 million websites using the product… And incredibly, this was just the beginning of Joost’s journey. In 2021, Joost and his wife Marieke van…

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  • Freemium to Premium: Amir Helzer Reveals Key Lessons from WPML’s Business Model Transformation

    Amir Helzer is the founder of OnTheGoSystems, the company behind WPML, a leading multilingual plugin used by over a million websites. Originally, WPML was a freemium plugin, but due to unfortunate — even somewhat controversial — circumstances, Amir and his team decided to make the product paid only. This business model shift would end up…

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  • David vs. Goliath: Justin Ferriman on How Underdog Entrepreneurs Can Overpower Bigger Software Competitors

    Justin Ferriman is the founder and former CEO of LearnDash, a platform that he grew from a simple blog to one of the leading solutions in the LMS space through a mixture of aggressive marketing and clever ‘guerilla’ tactics that helped him take on bigger competitors. He’s a non-technical founder who approaches business with a…

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  • Bootstrapping in the Spotlight: Arvid Kahl on How Software Creators Can Perfect the Art of Building in Public

    Arvid Kahl co-founded FeedBack Panda, which he bootstrapped and later sold for a life-changing amount. He is also a published author and writes extensively about entrepreneurship and bootstrapping. On top of this, Arvid also hosts a weekly podcast called ‘The Bootstrapped Founder’. In this episode, he shares his insights about how software product founders can…

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  • Love, Marriage & Bootstrapping: Kim & Jason Coleman on Building a Software Company With Your Spouse

    Kim Coleman and Jason Coleman are two entrepreneurs who have shared the journey of building a software company. However, their mission has been much more than a professional partnership. They’re a married couple with two kids who’ve built a successful company and several software products together. In this episode, they discuss navigating personal and professional…

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  • Matt Mullenweg on the Challenges and Successes of Building a Remote-First Company

    Matt Mullenweg is the visionary co-founder of WordPress and Automattic. The former is the biggest CMS in the world powering 43% of the internet, while the latter is one of the biggest remote global companies, employing 2000 workers and valued at $7.5 billion. Matt shares his insights and advice about navigating the challenges of a…

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  • Educational Marketing, AI, and SEO in 2024: Rand Fishkin Unleashes the Strategies You Need

    Rand Fishkin is an instantly recognizable name in the world of search engine optimization (SEO) and educational marketing. He wears many hats (or crowns) including entrepreneur, creator, and co-founder of two successful startups: Moz (a $45 million/year business) and SparkToro. He also authored and released Lost and Founder, a personal memoir chronicling the trials and…

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