Jason Fried, Founder and CEO of 37signals, shares his unconventional approach to building a successful software company with integrity. He discusses saying 'no' to opportunities for the sake of independence and the philosophical challenges of wealth. Fried delves into how parenting influences his work-life balance and inspires product innovation, like the Hey Calendar. He emphasizes valuing meaningful experiences over material possessions and highlights his appreciation for unique passions, including drumming and vintage cars.
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HOA Software Frustration
Jason Fried was frustrated by his HOA's expensive and mediocre software.
This frustration motivates him to create better software at fairer prices.
volunteer_activism ADVICE
Software Pricing
Keep software prices reasonable, especially for scalable products.
Challenge the assumption that software needs to be expensive.
insights INSIGHT
Valuing Independence
Jason Fried values independence and structures his life to maximize it.
He prioritizes doing what he wants without obligations or answering to others.
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In 'The Laws of Human Nature,' Robert Greene delves into the complexities of human behavior, identifying 18 laws that govern our actions and motivations. Drawing from historical figures such as Pericles, Queen Elizabeth I, and Martin Luther King Jr., Greene provides insights into how to detach from emotions, master self-control, develop empathy, and see beyond people's masks. The book is designed to help readers become better judges of character, manage their thought patterns, and influence others more effectively. It emphasizes the importance of self-awareness and understanding one's own flaws to make better decisions in personal and professional life[2][3][4].
Rabbit is Rich
John Updike
In 'Rabbit Is Rich', John Updike continues the story of Harry 'Rabbit' Angstrom, now a middle-aged man living in Brewer, Pennsylvania, in 1979. Rabbit has achieved financial success through his father-in-law's Toyota dealership but struggles with personal fulfillment, complicated relationships, and the shadows of his past. The novel delves into themes of aging, identity, and the American experience during a time of economic and social change.
The Old Man and the Sea
Ernest Hemingway
The novella tells the story of Santiago, an old Cuban fisherman who has gone 84 days without catching a fish. Determined to break his unlucky streak, Santiago ventures far into the Gulf Stream, where he hooks a giant marlin. Over the course of three days, he battles the marlin, showing respect and admiration for the fish. Despite eventually killing the marlin, Santiago's catch is devoured by sharks on his journey back to shore. The story highlights Santiago's endurance, his deep connection with nature, and the themes of struggle, dignity, and the indomitable human spirit.
The Overstory
Richard Powers
The Overstory is a sweeping and impassioned work of environmental fiction that follows the lives of nine individuals whose paths are intertwined by their connections to trees. The novel is structured in four parts – 'Roots', 'Trunk', 'Crown', and 'Seeds' – mirroring the parts of a tree. It delves into themes of ecology, climate change, and the interconnectedness of trees and humans, using a blend of science, history, and magical realism. The book advocates for the protection of trees and the natural world, posing critical questions about humanity's relationship with the environment and the long-term consequences of human actions[2][4][5].
In world where we’re constantly encouraged to want more, how do you find the courage to say no?
Founder and CEO of 37signals (makers of Basecamp, HEY, and ONCE) Jason Fried joins the podcast for a wide-ranging conversation covering software products and services, saying ‘no’ to millions, learning drums, and more. Jason shares his unique perspectives on building and running a hugely successful software company while staying true to his values.
Join us as we explore Jason's story and learn about:
The motivation behind Basecamp's recent expansion into new products like email and calendar apps
How Jason and his co-founder have structured the company to maximize independence and avoid things they don't want to do
Thoughts on wealth and what he plans to do with the financial success of Basecamp
Current interests and passions outside of work, and what he would do if he couldn't run Basecamp anymore
Books and favorite products
Whether you're a tech entrepreneur or simply fascinated by the career of one of the industry's most unconventional and opinionated leaders, Jason's experiences and philosophies are sure to challenge and inspire you. Tune in for an honest and spontaneous discussion touching on the deepest questions in life and business.
00:00 - Introduction 2:20 - Inspiration Behind Hey Calendar 3:47 - Fantastical vs. Hey Calendar 4:55 - What Keeps Jason Going 7:24 - Why Hey Calendar Caps at $99 9:09 - Jason’s Commitment to Independence 12:59 - Limits to Improvement and Acceptance 15:56 - Jason’s Plans on Growing His Business 19:12 - Learning to Trust CEO Hires 20:59 - Why Jason Decided to Build New Products After 10 Years 24:21 - Changing Your Mind & Balancing Growth and Maintenance 28:06 - Keeping Businesses Simple 32:20 - What Jason Does With His Money 36:28 - The Courage to Close A Business 39:42 - The Burden of Wealth: Philanthropy and Responsibility 42:43 - Finding Joy in Spaces and Experiences 45:11 - Alternate Career Paths Jason is Drawn To 48:01 - The Future and Existential Worries 52:56 - Growing Old, the Younger Generation, and Life 59:27 - Things Jason Has Been Loving Lately 62:49 - Embracing Fiction: The Power of Storytelling
Never Enough 
