That Old Trope with Nathaniel Kressen

Jackanoid Paralope

What happens when an artist leans all the way into the cliché - burnout, heartbreak, reinvention - and decides to build something real from it? ... That Old Trope is the living, breathing voice of a mission-driven media company in the making: the wins, the blind spots, the ego checks, and the quiet persistence it takes to keep going. Hosted by founder-CEO Nathaniel Kressen – an author, actor, musician, fine artist, and public speaker – this weekly show blends radically honest personal storytelling with practical insights on artist-entrepreneurship, creative leadership, and building community from the ground up. Part field notes, part personal reckoning. Tactical and whimsical, earnest and self-aware. Reflections on grief, growth, and creative risk; unvarnished looks at what it actually takes to turn big artistic ambition into sustainable impact. That Old Trope is for listeners who want more than inspiration – they want the truth behind the process. No gurus, no tidy arcs, just the work and a familiar story worth telling differently.

  1. Sep 3

    There's a reason we are drawn to gazing at the ocean. It is said the ocean provides a closer reflection of who we are than any mirror.

    "When we share our works and our ideas, they are replenished. If we block the flow by holding them all inside, the river cannot run and new ideas are slow to appear." – Rick Rubin, The Creative Act: A Way of Being_'_'_ That Old Trope is the living, breathing voice of a mission-driven media company in the making: the wins, the blind spots, the ego checks, and the quiet persistence it takes to keep going. Hosted by Jackanoid Paralope's Founder-CEO Nathaniel Kressen – an author, actor, musician, fine artist, and public speaker – this weekly show blends radically honest personal storytelling with practical insights on artist-entrepreneurship, creative leadership, and building community from the ground up. .|. Theme song "Old Man's Custard" by Growl Honey. Company website: Jackanoid Paralope. Join our Substack community Mentioned in this episode: Jackanoid Paralope Learn more about our podcasts at jackanoidparalope.com The Artist-Led Podcast What if artists weren’t just shaping culture—but helping redesign the systems that shape our lives? Artist-Led introduces a new class of creative practitioners working at the intersection of community, capital, and systems change. Some are embedded within communities—listening deeply, surfacing shared values, and helping translate them into action. Others are working at the structural level, rethinking how community development is funded and who gets to lead. Rooted in the work of CultureBanq, the series follows three place-based projects as proof of concept—offering a ground-level look at how artist-led enterprises can drive meaningful social outcomes while modeling new approaches to community investment. Both intimate and expansive, Artist-Led makes the case for artists not as afterthoughts, but as essential collaborators in building more responsive, human-centered systems.

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5
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About

What happens when an artist leans all the way into the cliché - burnout, heartbreak, reinvention - and decides to build something real from it? ... That Old Trope is the living, breathing voice of a mission-driven media company in the making: the wins, the blind spots, the ego checks, and the quiet persistence it takes to keep going. Hosted by founder-CEO Nathaniel Kressen – an author, actor, musician, fine artist, and public speaker – this weekly show blends radically honest personal storytelling with practical insights on artist-entrepreneurship, creative leadership, and building community from the ground up. Part field notes, part personal reckoning. Tactical and whimsical, earnest and self-aware. Reflections on grief, growth, and creative risk; unvarnished looks at what it actually takes to turn big artistic ambition into sustainable impact. That Old Trope is for listeners who want more than inspiration – they want the truth behind the process. No gurus, no tidy arcs, just the work and a familiar story worth telling differently.