Navigating Multiple Product Pivots: Jebbit CEO Tom Coburn (Part 1)

Tom discusses a very important aspect of building a product company: pivots. Sramana Mitra: Let’s start at the very beginning of your journey. Where are you from? Where were you born, raised, and in what kind of background? Tom Coburn: I was born in a suburb outside of Boston, Massachusetts. It’s where the Boston Marathon

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Building HubSpot to a Unicorn: Dharmesh Shah’s Amazing Entrepreneurial Journey (Part 1)

Dharmesh discussed his entrepreneurial journey with candor, humility, and generosity. Wonderful conversation. If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page. Sramana Mitra: We will start at the very beginning of your journey. Where did you grow up? What kind of upbringing and what kind of circumstances were you raised in? I know

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Bootstrapping for 30 Years: Dean Guida, CEO of Infragistics (Part 1)

Dean has a real passion for the elegance, simplicity, and beauty of software development. He has built a company celebrating these values. Sramana Mitra: We will start at the beginning of your journey. Where are you from? Where were you born and raised? Dean Guida: When I was six years old, my mom and dad

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How to Create a Monopoly in an Esoteric Niche: SteelCloud CEO Brian Hajost (Part 1)

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page. Everyone talks about BIG markets. Learn how to build a monopoly in a small market and, as a consequence, a strong defensible business. Sramana Mitra: Let’s start at the beginning of your journey. Where were you born and raised? What kind of background did

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Surviving Covid with a Bootstrapped Venture: Kristi Herold, CEO of JAM (Part 1)

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page. Kristi built a thriving bootstrapped business over twenty years until Covid hit. Read how she is surviving Covid. Sramana Mitra: Let’s start at the beginning of your journey. Where are you from? Where were you born and raised? What kind of background did you

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From Solo Entrepreneur to Serial Exits: Shane Neman, CEO of EZ Texting (Part 1)

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page. Shane started as a solo entrepreneur and built two companies, bootstrapped both, and found successful exits for each. Read on for more on his journey. Sramana Mitra: Let’s start at the beginning of your journey. Where are you from? Where were you born and

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Bootstrapping Using Services from Atlanta: Avelead CEO Jawad Shaikh (Part 1)

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page. As usual, we love Bootstrapping Using Services case studies. Sramana Mitra: Let’s start at the beginning of your journey. Where are you from? Where were you born and raised? What kind of background did you have?

Best of Bootstrapping: Duda Co-founders Bootstrap with Paychecks

If you haven’t already, please study our free Bootstrapping course and the Investor Introductions page. Itai Sadan is the Co-founder and CEO of Duda, a company that turns desktop websites into mobile sites. When we spoke in 2013, Itai had over 10 years of experience in business development, partner management, program management, and development. Prior to founding Duda (formerly

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