#62 - Kyle Asperger // Creative Work, Career Pivots, and Artificial Intelligence
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In this episode of How to Be a Person, Giuliano sits down with Kyle Asperger for a wide-ranging conversation about creative work, career pivots, and what artificial intelligence is quietly changing beneath the surface of modern life.
Kyle is the creator of AnarchyForADay.com, where he reframes anarchy as tactical differentiation. Not chaos for chaos’ sake, but the ability to question default rules, think independently, and carve out your own blue ocean when everyone else is competing in the same crowded lanes. That perspective comes from nearly a decade of agency experience, paired with a coaching style that’s blunt, funny, and refreshingly practical.
The conversation moves fluidly between business, creativity, and identity. They explore why so many people feel trapped in careers that once made sense, how comfort slowly becomes a liability, and what it actually looks like to pivot without burning everything down. Kyle shares his views on leadership, rule-breaking done responsibly, and why most people misunderstand what innovation really requires.
They also dig into AI. Not in a hype-driven or fear-based way, but through the lens of creative work and human value. Where does artificial intelligence genuinely help? Where does it expose laziness, dependency, or shallow thinking? And how do creatives, leaders, and entrepreneurs stay relevant in a world that’s automating faster than most people want to admit?
Kyle’s personal story weaves through the episode as well. Adopted at birth, sober by choice, well-traveled, and carrying what he jokingly calls an “old soul,” he brings a grounded perspective to conversations about identity, reinvention, and self-trust. He also talks about his growing work as a film and television actor, voice artist, and occasional auctioneer, and how creative expression intersects with discipline, risk, and showing up fully as yourself.
This episode is for anyone questioning the rules they’re living by, navigating a career pivot, or trying to make sense of where creativity, technology, and personal responsibility meet in real life.
https://anarchyforaday.com/
How to Be a Person: https://howtobeaperson.co/
Business funding: https://funding.howtobeaperson.co/
Tesla: https://tesla.howtobeaperson.co/
Want to be a guest on How to Be a Person? Send Giuliano Grimaudo a message on PodMatch, here: https://www.podmatch.com/hostdetailpreview/17374246500089236b5dfbb6b