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 catches up with longtime friend Tami Arnowitz who shares how she transformed five distinct careers into a consulting business that blends mission, strategy, and heart.
• How she moved from product management to mortgages to launching Good Questions Consulting
• Why each career shift was guided by values like autonomy, meaning, and flexibility
• How she helps Jewish nonprofits apply business thinking to mission-driven work
• What it means to reinvent yourself while raising four kids and staying relentlessly curious
• The power of saying yes before you’re ready and the “oh well” mindset that helped her navigate risk and change• What she learned managing everything from baby product lines to market research and vocational education strategy
You’ll also hear how Tami leverages her Columbia MBA, coaching skills, and lived experience to guide organizations toward clarity, confidence, and better questions.
Get full access to Founder@50 at founderat50.substack.com/subscribe
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