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.
Founder@50 is a podcast for anyone rethinking life, work, or identity. Guests include 20-somethings just starting out to 50-somethings starting over or reflecting back.
Through candid conversations with founders, creators, and builders from all walks of life, Jeremy draws on decades of experience. His career spans places like WarnerMedia, Etsy, and CBS, and this podcast is here 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 engages in a lively conversation with Robert Plank, a tech enthusiast who transitioned from a computer science graduate to a successful entrepreneur. Robert shares his journey from his early days as a tinkerer to founding DFY Podcast, a company that helps creators manage their podcast content. He reflects on his experiences working at CSU Stanislaus and the pivotal decision to pursue entrepreneurship full-time.
In our episode we have a fun conversation about…
* The thrill of creating innovative software solutions and the journey from coding to entrepreneurship.
* Robert’s bold leap from academia to the startup world, and how he built a successful podcast agency.
* The secrets behind building a team and leveraging AI tools to enhance productivity and creativity.
* Jeremy and Robert waxing nostalgic about shareware and other 90’s era tech
As the conversation unfolds, Robert and Jeremy reflect on the importance of balancing technical skills with social skills, and the role of AI in modern content creation. Robert shares his philosophy on success, emphasizing the value of schedule freedom and the ability to pursue one’s passions.
Tune in to hear some great stories from an inspiring tech entrepreneur.
Get full access to Founder@50 at founderat50.substack.com/subscribe

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