Jason sits with “Paulo” / Paul O’Brien, author of Visionary I Ching software and author of book “Intuitive Intelligence”. Paulo shares of his “overnight”success (years!!!) in gaining his Creative Freedom and highlights from the book and the development of personal intuition and tools to help achieve that. Fun show!
Summary & FULL Timestamped Transcript below
- [00:00 → 05:11]
Introduction and Guest Background
Jason Schwartz introduces the show, The Neutral Zone, broadcast on Maui’s KAKU 88.5 FM and available on multiple platforms including YouTube and MauiNeutralZone.com. He highlights previous shows on toxic waste issues and welcomes today’s guest, Paulo O’Brien, a Hawaii resident with a background in software and divination. Paulo’s book, Intuitive Intelligence, captivates Jason, who praises its deep, thoughtful content.
Paulo shares his early life story: growing up in the Bay Area during the Summer of Love, attending UC Berkeley but dropping out, and moving to Oregon in 1970. He recounts a harrowing experience involving a police raid while he was under the influence of LSD, leading to jail but ultimately catalyzing his career shift toward software. This personal transformation sets the stage for Paulo’s unique journey blending technology and spirituality.
- [05:11 → 12:06]
Early Fascinations: Psychedelics, Software, and Spirituality
Paulo explains his introduction to early computer technology in 1973 at a University of Oregon-affiliated nonprofit computer center where he and a friend played Space War on a massive mini-computer. This exposure sparked his fascination with software as a form of “wizardry” capable of creating immersive interactive experiences, long before multimedia and CD-ROMs existed.
Simultaneously, Paulo embraced Buddhism, transitioning from a Catholic upbringing to joining a Zen society. He saw potential for software to serve educational and spiritual purposes. Although initially unable to secure a job at the computer center due to dropping out of college, a friend’s advocacy helped him get hired as a secretary, marking the start of his software marketing career.
- [12:06 → 16:11]
Introduction to the I Ching and Divination
Paulo describes his lifelong engagement with the I Ching (also spelled Iching or Yijing), an ancient Chinese divination system known as the Book of Changes. At age 19, a romantic interest introduced him to this system, and initial skepticism turned into fascination after the I Ching’s readings seemed to challenge and test him personally.
He clarifies a common misconception: divination is not about predicting the future definitively but about stimulating intuition and encouraging outside-the-box thinking when logic fails. He defines divination as a tool to invoke insight and intuition rather than absolute answers, a theme central to his book Intuitive Intelligence.
- [16:11 → 23:20]
Software Career and Marrying Technology with Divination
In the late 1980s, Paulo was VP of Marketing at a high-tech software company but found the workplace culture toxic and stressful. To cope, he increasingly used the I Ching to guide decisions, especially those that logic could not resolve. The I Ching’s practical wisdom—offering three basic strategies for conflict (assertion, retreat, or patience)—helped maintain his peace amid workplace turmoil.
Paulo’s inspiration to combine software with divination culminated in creating one of the earliest multimedia I Ching programs. Using his life savings (~$50,000), he hired a programmer and artist to develop a digital version of the I Ching that replaced physical coin-tossing with computer interaction. Importantly, he designed the program so the casting was energetically authentic, influenced by user timing rather than random number generation.
The software featured a Japanese garden interface with ambient sounds, including a trademarked feature called “random frogs” — digitally randomized frog croaks recorded from the wild, adding an immersive ritualistic element to the experience. The company, Visionary Software, carried the motto “creative freedom through vision and humor”, emphasizing passion over profit.
- [23:20 → 31:57]
Expansion into Tarot and Early E-Commerce Success
After launching the I Ching software, Paulo teamed with a tarot expert to develop a DIY Tarot card reading program on CD-ROM. This software allowed users to shuffle and select cards themselves, ensuring personal authenticity rather than relying on a psychic’s interpretation.
With the rise of the internet, Paulo pivoted from physical software sales to online offerings. He pioneered microtransactions through “Karma coins,” a digital currency customers purchased in bulk to access inexpensive readings (e.g., I Ching or Tarot readings for a few coins). This innovative system overcame credit card minimum charge issues for small payments.
Giving users free Karma coins for occasions like birthdays or sharing content led to a surge in engagement and revenue. AOL partnered with Paulo’s company, featuring his horoscopes and divination content, which grew to become the world’s largest astrology website, with over 10 million registered users and $10 million in annual sales.
- [31:57 → 36:16]
Business Growth and Philosophical Reflections
Paulo’s company attracted acquisition interest from major media firms like Disney and Barnes & Noble but initially resisted selling. Eventually, they sold for a multiple of their $10 million revenue, providing Paulo financial security. He credits the I Ching for providing guidance in key decisions like software development and the sale.
He emphasizes that Intuitive Intelligence is about combining logical analysis with intuition to make better life decisions, especially under stress when intuition is hardest to access. The book offers tools and practices such as mindfulness and divination to help readers “get out of their own way” and unlock inner wisdom.
- [36:16 → 43:55]
Book Content and Personal Insights
Jason praises the book’s rich content, noting its grounding in Jungian psychology concepts like synchronicity and archetypes. Paulo elaborates on these themes, describing how the book teaches readers to recognize and leverage synchronicity—meaningful coincidences—and collective unconscious influences to enhance decision-making.
Paulo also discusses his ongoing radio show, Pathways, which focuses on personal development and cultural evolution through interviews with prominent spiritual authors and thought leaders. Despite a modest audience and no financial incentive, Paulo enjoys the creative freedom of sharing his passion for these topics without commercial pressure.
- [43:55 → 50:25]
General Advice and Life Philosophy
Paulo offers advice tailored to those considering significant life changes: - “Take the risks that grow you.” He encourages embracing uncertainty when pursuing meaningful, passion-driven goals, even without guarantees of success.
- However, he balances this with pragmatic counsel: “Don’t forget your day job,” recognizing the importance of stable income and responsibility.
- He stresses the value of hard work, recounting his decades of 70-hour workweeks to achieve his goals.
- Paulo reflects on aging and spirituality, emphasizing inner peace and readiness for death rather than chasing further achievements. As a Buddhist meditator, he focuses on contentment and spiritual growth in his 70s.
Jason and Paulo discuss the evolving nature of life expectancy and personal growth at older ages, affirming that ongoing change and learning remain possible well into advanced years.
- [50:25 → 52:51]
Critical Thinking and Belief Engineering
Paulo advises readers to “cease to cherish opinions”, referencing a Zen proverb that all beliefs are provisional operating assumptions. He warns against the dangers of ego-driven certainty, including conspiracy thinking, and advocates for questioning assumptions and recognizing when beliefs serve ego needs.
He acknowledges the complexity of distinguishing truth from misinformation, especially in polarized media environments and complex topics like COVID-19 or local controversies such as toxic waste dumping. Paulo emphasizes the importance of fact-checking and openness to new information while maintaining humility.
- [52:51 → 55:50]
Closing Thoughts and Encouragement
Paulo encourages maintaining faith in the goodness of life despite challenges and urges letting go of control and blame. He promotes gratitude and acceptance as antidotes to victimhood and stress.
Jason closes by reminding listeners to explore Paulo’s Intuitive Intelligence book and the Visionary I Ching program, both available at divination.com, highlighting their value for anyone interested in deepening intuitive and visionary decision-making skills.
Key Insights and Themes
- Integration of Logic and Intuition: Paulo’s work centers on blending rational analysis with intuitive insight to improve decision-making, especially under uncertainty.
- Divination as Intuition Stimulus: Divination tools like the I Ching are framed not as fortune-telling but as techniques to unlock creative thinking beyond logical constraints.
- Early Pioneer of Multimedia and E-Commerce: Paulo was ahead of his time in creating multimedia divination software and innovating microtransaction digital currencies.
- Creative Freedom over Profit: His career reflects a value system prioritizing passion, humor, and creativity rather than immediate financial gain.
- Spiritual Evolution and Aging: Emphasis on spiritual growth, mindfulness, and acceptance as one ages, preparing for death with peace rather than fear.
- Critical Thinking and Belief Flexibility: Paulo advocates humility in beliefs, warns against ego-driven certainty, and encourages ongoing questioning and openness.
- Community Engagement and Sharing: Through his radio show and nonprofit, Paulo remains committed to sharing knowledge on personal development and cultural evolution without commercial compromise.
Timeline Table of Significant Events
| Year / Period | Event / Milestone | Notes |
|---|---|---|
| Late 1960s | Paulo’s youth during Summer of Love in Bay Area | First LSD trip, dropped out of Berkeley |
| 1970 | Moves to Oregon | Begins software interest |
| Early 1970s | Exposure to early computer tech and software games | Inspired visions of multimedia |
| 1973 | Arrested during LSD raid, jailed | Turning point to software career |
| Late 1980s | VP Marketing at high-tech software company | Uses I Ching for stress management |
| 1989 | Creates first multimedia I Ching software | Uses life savings to fund project |
| Early 1990s | Develops DIY Tarot software with partner | CD-ROM based, energetically authentic |
| Mid-1990s | Internet adoption leads to online divination sales | Innovates Karma coins microcurrency |
| Late 1990s – Early 2000s | Partner with AOL for horoscopes, grows major astrology site | Multi-million user base and revenue |
| Early 2000s | Company sold for multiple of $10 million revenue | Paulo gains financial independence |
| Post-sale | Starts nonprofit, continues radio show Pathways | Focus on personal development, cultural evolution |
Definitions and Concepts
| Term | Definition / Explanation |
|---|---|
| I Ching (Yijing) | Ancient Chinese divination text; “Book of Changes” |
| Divination | A technique to stimulate intuition and insight, not pure prediction |
| Synchronicity | Meaningful coincidence indicating underlying patterns or connections |
| Karma Coins | Paulo’s invented digital currency for microtransactions in divination services |
| Energetically Authentic | Casting or selection process influenced by user’s timing/energy rather than pure randomization |
| Creative Freedom | Pursuing work driven by passion and vision rather than solely financial reward |
Recommended Resources Mentioned
- Intuitive Intelligence by Paulo O’Brien — a book on visionary decision-making blending logic and intuition.
- Visionary I Ching app/program — multimedia divination software available for iPhone and Android.
- Divination.com — Paulo’s nonprofit website hosting archived interviews, software, and resources.
- Radio show Pathways (KBOO Oregon) — Paulo’s long-running interview program on spirituality, psychology, and culture.
Summary
Paulo O’Brien’s life and work exemplify a rare fusion of countercultural roots, technological innovation, and spiritual exploration. From early encounters with psychedelics and the I Ching to pioneering multimedia divination software and building a global online astrology business, Paulo has consistently pursued creative freedom and deeper intuition over conventional success. His book, Intuitive Intelligence, offers practical tools for integrating logic and intuition to make better decisions, especially during life transitions and challenges.
Paulo’s reflections on aging, spirituality, and belief systems underscore the importance of humility, openness, and peace of mind. His career trajectory illustrates how embracing risk, staying true to passion, and leveraging emerging technologies can lead to unexpected breakthroughs. Paulo continues to share his insights through his nonprofit and radio show, contributing to cultural evolution and personal development without succumbing to commercial pressures.
This interview provides a compelling narrative of innovation, resilience, and wisdom relevant to anyone seeking to enhance their decision-making, embrace intuition, and navigate life with greater insight and balance.
FULL Timestamped Transcript
