We establish guardrails for the podcast after recognizing we've been on autopilot for months, using this as a state of the union where we commit to actual accountability instead of vague intentions. Matthew discusses diversifying revenue stream...

We explore the tension between private creative work and public output—why some projects stay hidden in desk drawers, what gets lost when we don't capture ideas in the moment, and how the act of recording thoughts (whether on paper, voice memo,...

We examine the tension between artistic evolution and audience expectations, using examples from Mac Miller to Paul Thomas Anderson to explore what happens when creators follow their interests rather than trying to replicate past successes. The...

We explore the philosophy behind building personal websites and using intentionally limited computing as creative practice. The conversation examines why modern computers feel "too dangerous"—offering infinite possibilities that paradoxically c...

We examine how digital culture's promise of frictionless perfection has created unrealistic expectations that we unconsciously apply to relationships, creativity, and life itself. The conversation explores the psychological residue of living in...