Starting & Sustaining

Starting & Sustaining

Exploring the ups, downs, and lifecycle of a bootstrapped SaaS application.

  • Starting
  • Building
  • Launching
  • Sustaining
  • Selling
  • Interviews
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  • Tracy Osborn, Founder of Wedding Lovely

    Tracy Osborn, Founder of Wedding Lovely

    This week, I spoke with Tracy Osborn of Wedding Lovely. She’s a self-taught programmer and has even written some books to help people get…
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Jun 2
    Josh Williams, Cofounder of Gowalla

    Josh Williams, Cofounder of Gowalla

    This week, I sit down to talk with Josh Williams of and I discuss what it’s like going from a bootstrapped small team to a team of 30 in a…
    Go to the profile of Garrett Dimon
    Garrett Dimon
    May 25
    Thomas Smale, Founder of FE International

    Thomas Smale, Founder of FE International

    Recently I sat down this Thomas Smale of FE International. Thomas and FE International helped me sell Sifter and made the whole process…
    Go to the profile of Garrett Dimon
    Garrett Dimon
    May 19
    Nathan Barry, Founder of ConvertKit

    Nathan Barry, Founder of ConvertKit

    Recently I sat down with Nathan Barry to talk about his experience building ConvertKit. He gives some great insight on taking sides…
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Apr 25
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    Monitoring & Analytics

    Monitoring & Analytics

    A quick look at the full stack of monitoring and analytics that goes into making sure a web application is working right.
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Aug 10, 2016
    Planning for a Pay Cut

    Planning for a Pay Cut

    If you want to commit yourself to building something that isn’t yet making money, you can either work more hours, or get by on less income.
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Jul 11, 2016

    Quality vs. Quantity

    When you’re just starting off, it can be tempting to go for quantity over quality, but in the beginning quality is what people remember.
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Oct 3, 2016
    JD Graffam, Serial Acquirer of SaaS Apps

    JD Graffam, Serial Acquirer of SaaS Apps

    Recently I sat down with JD Graffam, of Simple Focus, Clear Function, Pulse, Ballpark, Temper, ClientFlow, ProjectList, and my former…
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Dec 29, 2016

    Getting Your Money Right

    It’s all too easy to make up numbers and dreams of getting rich quick, but you’ll serve yourself better by being pessimistic on projections…
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Jul 22, 2016

    Fear & Hope

    Building a business isn’t a walk in the park. At times fear will make you hesitate, but the hope can nudge you along.
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Jul 7, 2016
    Allan Branch of LessEverything

    Allan Branch of LessEverything

    I recently sat down with Allan Branch of LessEverything and LessAccounting to discuss his unique approach to creating a successful SaaS…
    Go to the profile of Garrett Dimon
    Garrett Dimon
    Feb 2
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