The Unmistakable Creative Podcast

Jacob Sager Weinstein, comedy writer for Dennis Miller and author of How to Remember Everything, shares how growing up in privileged Washington DC where the vice president's daughter was in his debate club gave him confidence to walk into any room but delayed his understanding that not everyone has equal access to opportunity until he reached Princeton. Weinstein reveals how writing for Dennis Miller taught him to find the Venn diagram between his voice and another's—a skill that translated perfectly to children's books where kids have the same BS detector for mechanical writing. He makes the case for memory in an information-saturated world: you cannot synthesize facts Google knows, only facts you know, which is why students must memorize foundational knowledge before creating something new. Weinstein introduces the memory palace method for turning hard-to-remember abstract information into easy-to-remember visual locations and explains the curve of forgetting where 75 percent of information vanishes within 24 hours unless you use spaced repetition to stretch retention from days to weeks to permanent memory.

Hillary Weiss, brand strategist and positioning coach, reflects on growing up in suburban South Florida where attending the same school for 14 years meant everyone remembered who peed their pants in pre-K yet created lifelong friendships that watched her evolve from emo to punk rock to professional white woman. Weiss challenges the dangerous mindset mantra in entrepreneurship, arguing that privilege and circumstance—like having a home to return to if everything went belly up—allow some people to take risks that others cannot afford. She introduces the elevator framework: going one floor down beneath surface-level statements like I help clients find their voice to uncover the golden thread that makes someone exceptional. Weiss explains why imitation is a reasonable starting point but becomes a trap when entrepreneurs copy successful people's maps without understanding why they do things a certain way, resulting in indistinguishable businesses wearing outfits not made for them. She warns against the Protestant work ethic that led her to six figures by 25 but also total burnout from working seven days a week.

Gautum Mukunda, Harvard professor and author of Indispensable: When Leaders Really Matter, reveals the paradox at the heart of leadership selection: the more effort you put into picking a leader, the less it matters who you pick. Drawing from decades of presidential history, Mukunda introduces the concept of filtered versus unfiltered leaders—George H.W. Bush represents the filtered ideal with 44 years in government before becoming president, while Barack Obama exemplifies the unfiltered wildcard with only three years in the Senate. Filtered leaders are predictably competent; unfiltered leaders are remarkable for better or worse, usually worse, because there are far more ways to fail than succeed. Mukunda argues that America picks unfiltered presidents half the time, more than any other major democracy, which explains both George Washington, Abraham Lincoln, and Franklin Roosevelt at moments of crisis and spectacular failures in between. He warns that winning Russian roulette doesn't mean you should keep playing and explores why Indian American identity, immigrant narratives, and cultural preservation matter in an era when the president said his community's success damages America.

Cal Newport, computer science professor and author of Digital Minimalism, argues that the better analogy for social media is not big oil that must be broken up because it's vital to society but big tobacco that must be culturally rejected because it's unhealthy and dispensable—people don't care if you tell them to leave Facebook for six months but petroleum deprivation changes lives. Newport reveals Facebook's PR pivot after 2016 when defectors like Sean Parker exposed addiction engineering: Cambridge Analytica let Facebook redirect media attention to fixable privacy and content moderation issues instead of unfixable business-model problems like bleeding users' attention through steam whistle tweets. Drawing from Mark Harmon quitting Twitter and Neil Stephenson's famous essay Why I Am a Bad Correspondent, Newport explains the novelist's dilemma: each tweet is a steam whistle that bleeds energy needed to fuel the boiler for producing lasting work. He dismantles the myth that creators need social media to grow, arguing that people talking about your work on their channels matters infinitely more than you promoting yourself on yours.

Psychologist and bestselling author Ethan Kross breaks down the science of *chatter*—the internal voice that can either empower or paralyze us. Drawing on decades of research in neuroscience and emotion regulation, Kross explains how introspection, while powerful, can often backfire, leading to rumination, anxiety, and impaired performance. In this conversation, Kross explores how our inner voices are shaped by parents, culture, and adolescence—and how we can take control through deliberate tools and techniques. He unpacks the emotional chaos of teenage years, the benefits of aging on self-regulation, and why older adults tend to be happier. He also discusses the dangers of toxic positivity, the importance of acknowledging negative emotions, and the underrated power of normalization in helping people understand they’re not alone in their struggles. This episode offers a clear, evidence-based roadmap for anyone seeking to calm their inner critic and build a healthier, more productive relationship with their mind.

Computer science professor and bestselling author Cal Newport explains why cognitive fitness matters as much as physical fitness for elite performance. Drawing from his work with NBA teams and hedge fund managers, Newport breaks down the connection between attention control and exceptional achievement. He challenges the myth that social media grows your audience, revealing that craft—not constant self-promotion—drives lasting success. The conversation explores why our social brain can't process text-based connection, the engineering behind platform addiction, and how working backwards from deeply held values creates lasting behavioral change. Newport introduces the concept of "analog social media," explains why privacy debates distract from the real harm of digital overuse, and shares why protecting your cognitive resources from being bled out "one steam whistle tweet at a time" is essential for producing meaningful work.

Eric Barker, bestselling author of Barking Up the Wrong Tree and Plays Well with Others, reveals what decades of social science research says about relationships, friendship, love, and meaning. From his journey through Hollywood screenwriting to the video game industry to running one of the most-read personal development blogs, Eric explains his obsession with translating peer-reviewed research into clear, entertaining, actionable insights. He breaks down why so many questions about happiness and connection have already been answered by science but locked away in ivory towers and how making this knowledge accessible became his life work. This conversation explores the frameworks that govern human connection and why relationship skills might be the ultimate meta-skill.

Dylan Beynon, founder of Mindbloom, shares the deeply personal story behind building the first at-home ketamine therapy platform. After losing his mother and sister to severe mental illness, Dylan became determined to bring psychedelic medicine into mainstream healthcare. He explains the neuroscience of how ketamine creates neuroplasticity—allowing the brain to rewire itself—and why these treatments are showing 10x better outcomes than SSRIs. From navigating FDA breakthrough therapy designations to dismantling decades of stigma from Nixon-era drug policy, Dylan reveals how Mindbloom is democratizing access to treatments that were once only available in $5,000 in-person clinics.

Brea Starmer, founder of Lions and Tigers, challenges the outdated workplace model that measures face time over impact. Drawing from her experience as a mother of three running a company during COVID-19, she introduces the concept of "highest and best use"—a real estate framework adapted to human potential that prioritizes outcomes over hours logged. Starmer reveals why 11.5 million workers quit their jobs between April and June 2021 alone, with burnout as the number one driver and women of color disproportionately affected. She unpacks how traditional workplace structures fail parents, especially mothers, who navigate staccato schedules dictated by sick kids, COVID testing, and survival-mode 15-minute work chunks. Through Lions and Tigers' model of flexibility, inclusive culture, and organizational clarity, Starmer demonstrates why companies that center their people's actual needs achieve better collective results—and why the eight-hour workday built for a different era must be dismantled.