Why Embracing Discomfort Can Transform Your Art | Austin Kleon

The Chase Jarvis LIVE Show

In this episode, Austin Kleon dives into the concept of "creative discomfort" and how pushing outside our comfort zones drives authentic, impactful art. Austin, a bestselling author known for Steal Like an Artist, Show Your Work, and Keep Going, shares his unique take on creativity as a process of problem-solving, subtraction, and friction. Together, we explore how the right amount of tension—whether in tools, routines, or mindsets—can spark the kind of genuine work that truly resonates.

We discuss the unexpected benefits of friction, whether it’s the rough feel of a pencil on paper, a challenging creative prompt, or even an intentional lack of convenience in day-to-day routines. Austin shares his journey back to writing books after a long hiatus and the unique way he keeps his process challenging by setting up creative “problems” for himself. From learning to ride a bike in his forties to adopting analog tools to enhance creative tension, Austin’s approach is a refreshing reminder that the best work often comes not from ease but from intentional, creative struggle.

Some highlights we explore:

• Comfort Work vs. Risk Work: Austin defines “comfort work” as creative tasks that feel safe and familiar, contrasted with “risk work” that pushes growth—like his switch to paid newsletters and return to book writing.
• The Power of Subtraction: By removing familiar tools or elements, Austin intentionally creates discomfort, a process he calls “discomfort by subtraction,” to spark fresh ideas and perspective.
• Friction as Fuel: Austin discusses how the right “friction” in tools, like rough pencil textures, gives essential feedback, enhancing his work's depth and authenticity.
• Constraint and Freedom: Using the metaphor of guitar strings, he explains how balancing freedom and constraint creates the ideal “tension” to unlock true creative potential.

Enjoy!