Uncertainty cover

Uncertainty

by Jonathan Fields

Uncertainty by Jonathan Fields guides readers to harness fear and doubt as powerful tools for personal and professional brilliance. Through practical techniques, it reveals how embracing the unknown can enhance creativity, focus, and success in all areas of life.

Turning Fear and Doubt into Fuel for Brilliance

How can you pursue work that matters when fear and uncertainty make you freeze before you start? In Uncertainty, Jonathan Fields tackles the paralyzing tension between creativity and fear. He argues that uncertainty is not a threat—it is the raw material of innovation and genius. The difference between those who create extraordinary things and those who don’t is not talent or luck, but how they engage with the unknown.

Fields contends that every truly original idea begins in the dark. If the outcome were certain, someone would have done it already. Whether you’re a painter, entrepreneur, dancer, or designer, you must step into a fog of incomplete information, risk, judgment, and doubt. These are the “three psychic horsemen” of creation—uncertainty, risk of loss, and exposure to criticism—that most people try to avoid. But Fields shows that these discomforts are not barriers to creativity; they are its breeding ground. Learning to tolerate, and even amplify them, unlocks your ability to create on a higher level.

Why Uncertainty Matters

Creativity begins as a question. You wonder—what if?—and act without knowing if your idea will succeed. Every phase is filled with unknowns, from early experiments to final form. Traditional success models reward predictability, but Fields reminds us that certainty equals replication. Anything fully known has already been done. To innovate, you must endure ambiguity long enough to discover something new. This echoes what psychologists call “tolerance for ambiguity,” a trait tightly linked to creative ability (as also explored by researchers like Franck Zenasni).

The Cost of Avoiding the Unknown

Most people experience uncertainty as pain. Brain imaging shows that ambiguous situations trigger the amygdala—the brain’s fear center—causing anxiety similar to physical threat. When exposed to judgment on top of that, fear multiplies. You may rush to end the discomfort by abandoning the project or clinging to safe, predictable paths. Fields calls this the tragedy of “premature certainty.” It kills originality just shy of the breakthrough. By chasing comfort, creators guarantee mediocrity.

How Fear Alchemists Transform Anxiety into Fuel

In contrast, great creators, whom Fields calls “fear alchemists,” harness uncertainty instead of fleeing it. Randy Komisar jumped out of a “perfectly fine airplane” when he left a secure CEO track to invent the role of “Virtual CEO.” Marie Forleo risked reputation and resources to start audacious mastermind adventures that broke every business norm. Documentary filmmaker Erik Proulx turned job loss into a creative rebirth by making Lemonade—a film about others who reimagined themselves after being fired. All faced colossal risk and public scrutiny, but their willingness to act despite fear birthed innovation and meaning.

Learning the Alchemy

Fields rejects the myth of the “fearless creator.” Most innovators are not immune to anxiety; they simply manage it differently. Through rituals, supportive environments (hives), mindful practices, and reframing techniques, they transform the pain of uncertainty into motivation. These tools—what Fields calls certainty anchors, attentional training, and creative hives—form a scaffold for handling the psychological weight of creation. The goal isn’t to eliminate fear but to cultivate equanimity, a calm awareness that allows creativity to flow even when outcomes are unknown.

Why These Ideas Matter

We live in an era defined by volatility, whether in art, business, or life. Innovation now depends not on perfect plans but on the ability to act while uncertain. Fields’s message converges with ideas from Seth Godin’s Linchpin and Carol Dweck’s Mindset: real success comes from leaning into discomfort. By understanding uncertainty as a creative signal—not a bug, but a feature—you can build art, products, and lives that transcend safety and make a lasting impact. This book is a map for anyone who chooses to dance with doubt and turn it into brilliance.


The Three Horsemen of Creation

Fields identifies three inseparable forces that define every creative act: uncertainty, risk of loss, and exposure to judgment. These forces aren’t obstacles—they’re the coordinates of creativity’s territory. Understanding and learning to ride these horsemen turns suffering into momentum.

Uncertainty: Living in the Question

Every new idea starts with a gap between what you know and what you must discover. In this gap, nothing is guaranteed. As Fields explains, artists, entrepreneurs, and innovators must operate on assumptions—some validated, others wildly wrong. The willingness to wade into that ambiguity differentiates pioneers from followers. Studies show (Zenasni, 2008) that creativity correlates strongly with tolerance for ambiguity; yet most people experience ambiguity as threat. Your job is not to eradicate doubt but to stay there long enough for insight to arrive.

Risk of Loss: The Price of Meaning

To create something that matters, you must have skin in the game. Risk of losing time, money, reputation, or comfort signals that your work matters. “Kill the risk,” Fields warns, “and you destroy meaning.” When Howard Behar introduced the Frappuccino at Starbucks against corporate resistance, he risked reputation and investment—but the experiment turned into a billion-dollar idea. Risk is proof of value; it triggers commitment and deepens the resolve to succeed.

Exposure to Judgment: Feedback as Fertilizer

Fear of criticism often paralyzes creators long before the work begins. Yet judgment is data, not condemnation. Harvard’s Teresa Amabile discovered that artists’ commissioned works were less creative than freely made ones—because expectation of judgment dulls risk-taking. Still, constructive feedback is essential. Fields shows that in collaborative hives like TechStars and Y Combinator, public critique becomes fuel when framed correctly. When everyone is exposed, feedback normalizes. Painful comments shift from personal failure to collective insight.

Riding the Horsemen

Mastery is not about escaping fear, loss, and judgment but reframing them. Fields compares creators to rock climbers confronting “crux moves”—moments of extreme challenge that define the journey. These three horsemen mark such cruxes. Learning to endure them repeatedly is the only path to genius. Like John Maeda of RISD suggested, creators who thrive are those “completely okay with ambiguity.” You don’t avoid the storm—you learn to gallop with it.


Certainty Anchors and Creative Rituals

When life and work feel chaotic, certainty anchors—rituals and routines—offer stability. Fields shows that creators from Twyla Tharp to Steven Pressfield rely on ritual to manage fear. Ritual is not superstition; it’s psychological engineering. It grounds you enough to explore the unknown.

Anchors in Daily Life

Tharp wakes at 5:30 every morning, takes a cab to the gym, and performs the same sequence before work. That habit becomes her morning anchor—the signal that creation begins. Ross Bleckner, Darren Rowse, and countless others adopt fixed daily rhythms to reduce decision-making. As Pressfield notes in The War of Art, writers live in total insecurity; routines keep them sane. By automating parts of life, you free attention for art.

Rituals Across Creative Phases

Fields divides creation into two phases: Insight/Dot Connecting/Disruption and Refinement/Expansion/Production. Each demands a different rhythm. Insight energizes you, drawing ideas like lightning. REP, however, drains you—requiring patience and discipline. Ritual bridges this divide. When you ritualize REP tasks—editing, detailing, testing—you lessen resistance. Over time, exposure reduces fear. Mastery of both phases turns dread into competence and competence into calm.

The Science of Ritual and Willpower

Psychologist Baba Shiv’s study on cognitive load proves that willpower is finite. Students memorizing seven digits chose cake over fruit twice as often as those remembering two digits. Fields uses this to explain why creators lose focus when overloaded. Rituals and bursts prevent mental fatigue. Tony Schwartz’s “ninety-minute rule” structures deep focus followed by rest—letting the prefrontal cortex refuel. Ritualizing recovery keeps anxiety manageable and performance high.

Building Your Anchors

To drop your anchor, create predictable spaces in daily life: same café, same playlist, same time of day. Limit work bursts to forty-five to ninety minutes, and insert deliberate refueling—walks, naps, music. The paradox is clear: structured routine frees you for creative risk. Rituals quiet the noise of uncertainty so ideas can rise to the surface.


Building Your Creative Hive

Creativity thrives in community, but only in the right kind. Fields introduces the concept of the creative hive—a group that normalizes judgment, shares risks, and celebrates experimentation. It’s the antidote to isolation.

The Hive Mentality

Programs like TechStars and Y Combinator are Fields’s ideal examples. Founders co-create in an environment where everyone expects to “pivot,” meaning to change direction based on new learning. In this hive, failure is not shame but feedback. Because every team faces the same uncertainty, judgment becomes collective and constructive. Weekly presentations create transparency and trust, transforming anxiety into collaboration.

Mentors, Heroes, and Champions

A powerful hive includes mentors (wise guides), heroes (inspiring models), and champions (partners invested in your success). Erik Proulx’s wife championed his leap from advertising to film, sharing his risks and triumphs—a crucial emotional anchor. Mentors like Seth Godin (for Ishita Gupta) or venture leaders such as Brad Feld provide realism and confidence. Heroes show possibility without direct contact. These allies expand courage and clarity when uncertainty peaks.

Creating Your Own Hive

Not everyone can join elite accelerators. Writers form groups like the one that birthed a New York Times best seller, while artisans gather at Brooklyn Artists Gym—spaces where diverse creators share techniques and vulnerabilities. Online hubs such as Behance.net and Twitter chats like #woodchat also serve as hives, allowing global collaboration and empathy. The common thread is trust and mutual exposure.

Rules of a Thriving Hive

  • Transparency: Weekly reveals where everyone shows progress and receives feedback.
  • Zillion-sum game (John T. Unger): Success for one lifts all.
  • Experimentation: Reward trial and speedy recovery, not perfection.
  • Mentors and champions integrated into culture.

In a good hive, criticism doesn’t hurt—it teaches. In a toxic one, it corrodes. Choose wisely and build intentionally. In Fields’s words, “It’s not about survival of the fittest—it’s elevation of everyone.”


Socializing Creation through Collaboration

Modern technology makes it possible to reduce uncertainty by inviting input during creation rather than after. Fields explores how feedback loops and co-creation redefine creativity. From lean start-ups to collaborative art, this approach minimizes waste and fear by making creation a social act.

Iterate and Learn

Eric Ries’s lean start-up methodology transforms production into rapid learning cycles. Creators build a “minimum viable product” (MVP), release it, gather feedback, and iterate. This compresses uncertainty into smaller, manageable chunks. Advertising innovator Edward Boches applied the same method at Mullen, using ongoing public interaction to refine campaigns. The anxiety of big launches shrinks when you learn continuously.

Co-Creation and Community Feedback

Platforms like Kickstarter and Quirky let audiences shape products early. Designer Scott Wilson’s TikTok+LunaTik watch project raised nearly $1 million through engaged backers who provided design insight and funding. Author Gretchen Rubin, with her Happiness Project tribe, tested ideas online before her best seller launched. By co-creating, these innovators de-risked creativity while deepening trust with fans.

Balancing Vision with Input

Fields warns: collaboration can devolve into chaos or dilute vision if leadership fails. You must be curator and guide. As Henry Ford quipped, if he had asked people what they wanted, they’d have said faster horses. Co-creation is a tool for insight—not abdication of creativity. Maintain a clear “why” while listening to “how.”

The Psychology of Shared Creation

Inviting others dismantles isolation and transforms judgment from threat into partnership. It rewires fear response by converting exposure into collaboration. You harvest feedback early, normalize criticism, and feel less anxiety. Socialized creation makes innovation humane—it builds in certainty through community without killing risk and surprise.


Train Your Brain: Attentional Training and Growth

Your brain can be trained to handle uncertainty better. Fields introduces attentional training (AT)—mindfulness, meditation, or focused movement—that rewires how you experience fear. AT builds equanimity, creativity, and calm. Combined with exercise and visualization, it protects creators against burnout and paralysis.

Attentional Training

Randy Komisar’s Zen practice became his “keel in the storm.” Sonia Simone and Tim Berry use mindfulness to drop intrusive stories and refocus. Neuroscientists like Sara Lazar and Jon Kabat-Zinn confirm meditation reshapes the brain, reducing amygdala activity and enhancing regions linked to calm and focus. After weeks of practice—or even days in new studies—fear dulls, clarity grows.

Exercise as a Cognitive Supercharger

Physical movement is not just bodily maintenance—it’s neural optimization. Haruki Murakami runs daily to sustain creative flow, calling it “survival training.” John Ratey’s research (Spark) shows exercise increases neuroplasticity, mood, and creativity. Activities that demand attention—like trail running or dance—mirror meditative focus, inducing flow states where fear evaporates.

Visualization and Process Simulation

Instead of fantasizing outcomes, Fields urges process simulation—imagining steps, not results. Studies by Shelley Taylor and Lien Pham found that visualizing daily actions improves consistency and success far more than picturing end goals. By picturing yourself sitting down to write or meet, you prime behavior and reduce resistance.

Growth vs. Fixed Mind-Set

Stanford’s Carol Dweck shows creators flourish when they see skill as learned, not innate. A growth mind-set reframes criticism as feedback instead of failure. Fields echoes this: “Greatness is largely about work.” Mindfulness, movement, and mindset together form your internal lab for mastering uncertainty.


Seeing the Forest: Purpose and Balance

Eventually, every creator faces the deeper question: Why am I doing this? Fields steps back to examine calling, persistence, and balance—the architecture of a creative life. He shows that passion without perspective leads to burnout; purpose sustains both creation and humanity.

Called to Create

Some works, Fields says, are those you “can’t not do.” Gina Trapani launched Lifehacker because she felt pulled by purpose. Kris Carr, diagnosed with cancer, turned survival into art by filming Crazy Sexy Cancer, proving that calling transforms fear into fire. When you sense a calling, conviction replaces anxiety, and your energy becomes magnetic, rallying others to help. Purpose rewires uncertainty—it becomes faith in motion.

Knowing When to Hold or Fold

Creators often confuse relief from anxiety with peace. Fields counsels testing your motives: if imagining full success still fills you with desire, don’t quit—it’s fear, not futility. Entrepreneur Randy Komisar’s “Plan B dashboard” balances data and intuition to decide whether to adapt or stop. If changing direction kills your joy, pivot carefully or build elsewhere.

Avoiding Creative Addiction

Pearl S. Buck warned that artists “cannot breathe unless creating.” But obsession can corrode life outside art. Fields cites Robert McKee’s insight: mastery requires years, yet genius also arises from life beyond the work. Real inspiration comes from connection, not isolation. Set circuit breakers—routines, feedback from loved ones—to prevent work from becoming a destructive abyss.

Living a Rhythmic Life

Mark McGuinness and Tony Schwartz urge creators to design around natural energy cycles. Work in short, intense bursts, then return to family, exercise, or solitude. Balance isn’t perfect equilibrium; it’s intelligent oscillation between focus and renewal. In Fields’s vision, a life worthy of genius is one that honors creativity and connection equally.


Reframing Fear and Failure

Fear doesn’t disappear—it changes shape when you change the story. Fields teaches reframing, or cognitive reappraisal, to redefine failure and judgment as data. This practice transforms paralysis into curiosity and courage.

The Power of Story Lines

Conference director Deb Ng faces public scrutiny from thousands but reframes mistakes as lessons. Rosamund Zander used negative feedback on The Art of Possibility as clues to better communication, not wounds. Neuroscientific studies by Kevin Ochsner show reframing reduces amygdala activity and increases prefrontal control—literally calming the brain’s fear circuit. You don’t banish danger; you reinterpret it.

Three Reframes: Going to Zero

1. What if I fail? Define the worst-case scenario and map your recovery. Most creators, like J. K. Rowling, rebuild stronger from rock bottom. Once you’ve survived zero, you fear loss less.
2. What if I do nothing? Neutrality is decay. In art and business, coasting equals decline. Doing nothing guarantees extinction.
3. What if I succeed? Visualize success vividly—what it feels, sounds, and looks like—and let that story pull you forward.

Changing the Frame

Each reframe rewrites fear as movement. Buddhists express this as “Maybe yes, maybe no”—accepting uncertainty as natural. By rewriting your internal narrative, you create space for creativity to flow. The fears remain, but their meaning shifts: from caution to catalyst. That shift is the essence of Fields’s philosophy—turning fear into fuel.

Dig Deeper

Get personalized prompts to apply these lessons to your life and deepen your understanding.

Go Deeper

Get the Full Experience

Download Insight Books for AI-powered reflections, quizzes, and more.