A reading path · 5 essays

Life as a founder

A business takes up space in your life, even when you enjoy the work. These personal essays explore the expectations, boundaries, and changes that come with being a founder. They are accounts of lived experience and reflections on making the work sustainable.

  1. The Bootstrapper’s Plight: The Social Headaches of Building a Business

    Start with the social expectations and pressures that come with running your own business.

  2. On Saying No

    Consider where to put boundaries around ideas, features, customers, and opportunities.

  3. Burnout

    Read a personal reflection on exhaustion and the pressure to keep going.

  4. Operating a Calm SaaS Business

    Explore concrete ways of making the work of running a SaaS business calmer.

  5. The Grief and Loss of Selling a Business

    Make room for the complicated emotions that can follow a successful sale.