In this episode, Jeremy Toeman sits down with “serial marketer” David Berkowitz: From Teaching to Marketing Entrepreneur. David shares how he went from teaching aspirations to building and selling multiple marketing communities and agencies. You’ll hear how he:

* Tested community ideas on a shoestring budget and how he recruited 100 members overnight with under $100, one LinkedIn post, and a Google Form

* Applied an “MVP first” mindset to career pivots, writing the resume he wanted five years out and reverse-engineering his steps

* Embraced a “controlled fall” approach to uncertainty, leaning into small bets instead of overplanning

* Spun AI Marketers Guild into its own brand and why positioning matters when you scale

Tune in for a candid look at a journey that proves you don’t need a perfect plan to become a marketing entrepreneur, just a willingness to test, learn, and iterate.

In this episode, Jeremy Toeman chats with Jaime Schwarz—a former ad-school nomad turned startup founder who now spearheads MRKD.dj, a platform that embeds authentication into digital assets. Jaime shares how a Colgate psych degree led to copywriting gigs at agencies, and his visions of being a well-paid creative director. He discusses the pivotal moment when he launched a political agency on the side, pivoted into the startup world, and filed one of the first NFT patents—laying the groundwork for Markd’s brand-therapy approach. Jaime also opens up about his ADHD diagnosis at 45 and how embracing that “restless creativity” became essential to navigating pivots and building systems that scale.

You’ll hear practical perspectives on:

* Why small-scale experiments matter more than ever, even in a “polished” era

* The experiences in pivoting from agency life into founding startups

* Building a brand-therapy practice that aligns team, consumer, and product fit

* Leveraging an ADHD-driven mindset to stay both creative and productive

No hype here—just grounded stories about testing fast, adapting quickly, and designing systems that let your creativity thrive.

After 30 years of building startups, teams, and products, entrepreneur and media exec Jeremy Toeman is taking time to reflect — and to ask the questions that don’t get answered in pitch decks or exit press releases.

Found(er)@50 is a podcast for anyone rethinking life, work, or identity — from 20-somethings starting out to 50-somethings starting over.

Through candid conversations with founders, creators, and builders from all walks of life, Jeremy draws on decades of experience — including time at places like WarnerMedia, Etsy, and CBS — to uncover the lessons, mistakes, and moments of reinvention that shape how we build meaningful lives.

Because after years in the game, what really matters is clarity, growth, and doing work that actually lasts.

Still building. Still questioning. Always learning.