Founder@50
Podcast Description
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. founderat50.substack.com
Podcast Insights
Content Themes
The podcast explores various themes related to life, work, and identity, with episodes highlighting the experiences of founders, creators, and builders. Specific episodes cover topics such as pivoting from agency life to startups, coping with ADHD in a creative career, and the importance of small-scale experiments in innovation.
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.
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.
This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit founderat50.substack.com
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