Milton Chang
“Nothing is hard once you figure out how to do it.”
Married 60 years, father of two. Arrived with $500. Caltech PhD. Two IPOs. Still building at 85.
2 Generations,
1 Conversation.
Experience Matters
with Milton & John
Every week they take a question people are actually stuck on — getting laid off in your forties, graduating into a market with no jobs, what success is even for — and work through it out loud.
About the Show
Milton Chang and John Barrera are friends, Caltech alumni, and entrepreneurs from two different generations. Milton brings decades of company-building, investing, mentoring, and life experience. John brings a current-day perspective shaped by technology, leadership, family, and reinvention. Together they compare notes, challenge each other, and share practical lessons from things they have actually lived through.
Meet the Hosts
John Barrera
“Everybody has a superpower. You just have to recognize what it is.”
Father of three. GM of a game studio, 80+ people. Now a SaaS CTO. Failed startups. Layoffs, both sides.
Featured Conversations
Real conversations. Real perspective.
31:31
Episode 01
AI’s Impact on
New College Grads
How AI is changing the job market, what new graduates need to know, and the skills that still matter.
▶ Watch now
Episode 02
Caring Through
Alzheimer’s
Two firsthand caregiving stories: fear, food, exercise, family and planning ahead.
▶ Watch now
Episode 04
5 Steps to Start
a Business
A pre-flight checklist from two Caltech entrepreneurs, and the one thing they disagree on.
▶ Watch nowArchive / Blog
Now liveFull episode transcripts, word for word. Browse all transcripts
Same Conversations.
Word for Word.
Get in Touch
We’d love to hear from you.Use the form below to reach us at
hello@miltonandjohn.com