Some of the people I find most fascinating have publicly straddled the line or gone back and forth between trying to improve work or productivity and life or wellbeing. I find it hard to categorize such people, and I have innately or instinctively admired this kind of person.
- Leo Babauta - Created Zen Habits website and blog where he writes and teaches about productivity, improvement, and personal development, but also about being healthy, achieving happiness, and simplifying your life. (Zen Habits)
- Gina Trapani - Created LifeHacker website and blog where she straddled the line between writing about useful tips and tools to make life and work better, and works as a software developer and designer creating tools to make work and life better. (Note To Self)
- Derek Sivers - Created CD Baby business by following his technical interests after working as a musician following his artistic interests. Created Derek Sivers website blog and books to help people improve their life, work, music, and technology. (Derek Sivers)
- Belle Cooper - Created Hello Code business and works as a software developer making apps that help with journaling, logging, and keeping track of life and work. Writes and journals about life and work at various websites and her blog. (Belle B. Cooper)
- Tim Ferriss - Created The 4-Hour Workweek and Tools of Titans books focused on work and productivity, and The 4-Hour Body and 4-Hour Chef focused on life and health. Created and invests in businesses, and created educational podcast. (Tim Ferriss)
- Penelope Trunk - Created Penelope Trunk website and blog to write candidly and openly about all aspects of careers, education, life, and struggles. Teaches, coaches, and provides courses to help people with careers, education, life, and writing. (Penelope Trunk)
- Bill Gates - Created Microsoft business to improve work and productivity technology and software which made him a lot of money, and created a foundation to improve life and health resources and research which made him a lot of money. (Gates Notes)
- Oprah Winfrey - Created The Oprah Winfrey Show and subsequent media network that entertained people, but made the choice to also educate people with positive information and stories to make your life better, which made her rich and famous. (Oprah)
June 7th, 2026


