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 of Founder@50, Jeremy sits down with colleague and good friend Ben Walter, a dynamic leader with an amazing career journey. From his early days at Continental Airlines to his current role as CEO of Chase for Business at JP Morgan Chase, Ben’s career is a testament to the power of cold emails and warm connections. With a background that spans multiple industries, including consulting, retail, and asset management, Ben’s journey is as diverse as it is inspiring, showcasing his ability to pivot and thrive in various roles.Ben and I explore how his initial role at Continental Airlines set the stage for his future successes, and how his strategic mindset was honed through his experiences at BCG and Gap Inc. We delve into pivotal moments that shaped his career, including his transition to Hiscox and his current leadership at JP Morgan Chase.
Key Takeaways:
* How a cold email to an airline executive launched Ben’s career in aviation (not to mention him learning how to fly).
* Insights on managing imposter syndrome and the importance of authenticity in leadership.
* The impact of in-person mentorship versus remote work on professional development.
* His “three to five” goal template to help guide major career decisions.
In our chat, Ben also shares his vision for the future of leadership in the age of digital transformation, offering valuable insights for entrepreneurs and leaders alike. Whether you’re a seasoned professional or just starting out, Ben’s journey from cold emails to warm connections offers a wealth of knowledge and inspiration.
Get full access to Founder@50 at founderat50.substack.com/subscribe

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