Mindset · Business · Money

Every success has a story.
This is The Journey.

Candid conversations with entrepreneurs, investors, and business leaders about the experiences, decisions, setbacks, and lessons that shaped their paths to success.

Leo Young, host of The Journey
58episodes and counting

Latest Conversations

What does it really take to succeed?

All 58 Episodes
How She Built A Real Estate Portfolio With A Full-Time Job And $1,000

Ep 58Oct 31, 202641 min

How She Built A Real Estate Portfolio With A Full-Time Job And $1,000

with Eloiza Sierra

How to Get Into Commercial Real Estate: Pharmacist to $50M AUM

Ep 57Oct 24, 202647 min

How to Get Into Commercial Real Estate: Pharmacist to $50M AUM

with Tanh Truong

VC Money vs Bootstrapping: How He Hit 90% Margins Without Investors

Ep 56Oct 17, 202643 min

VC Money vs Bootstrapping: How He Hit 90% Margins Without Investors

with Kira Shishkin

Building a Business for 21 Years, Selling It, and Starting Again

Ep 55Oct 10, 202642 min

Building a Business for 21 Years, Selling It, and Starting Again

with Viktor Popovics

From Negative Net Worth to Location Freedom: Building Businesses That Run Without You

Ep 54Oct 3, 202646 min

From Negative Net Worth to Location Freedom: Building Businesses That Run Without You

with Adrienne Green

His Playbook to Retire at 43 Starting From $115k in Debt

Ep 53Sep 26, 202644 min

His Playbook to Retire at 43 Starting From $115k in Debt

with Daniel Rogers

About the Show

Go beyond the highlight reel

Success stories are often told through the lens of achievements, milestones, and results. But some of the most valuable lessons come from everything that happened along the way.

Every guest brings a different perspective. Every conversation offers something to learn. On The Journey, we explore:

  • Entrepreneurship & Business

    How founders start, build, and scale their businesses.

  • Investing & Wealth Creation

    How successful investors think about opportunity, risk, capital, and long-term wealth.

  • Failure & Resilience

    The setbacks, mistakes, and difficult decisions that ultimately shape success.

  • Mindset & Personal Growth

    The habits, beliefs, and experiences that influence how people think and live.

  • Leadership & Decision-Making

    How leaders handle uncertainty, build teams, and make consequential decisions.

  • Life Beyond Business

    Finding fulfillment, maintaining relationships, and defining what success really means.

Leo Young

Meet the Host

Leo Young

Leo Young is an entrepreneur and real estate investor who leads Cornell Communities, a company that acquires and operates manufactured housing communities. Curious about how people build businesses, handle uncertainty, and define success, he hosts The Journey to explore the decisions, setbacks, and lessons behind the accomplishments of founders, investors, and leaders.

I started The Journey because I wanted to learn directly from people who have built things, taken chances, and experienced the ups and downs that come with pursuing ambitious goals. I'm interested in the decisions that changed their direction, the lessons they learned the hard way, and how their definition of success has evolved. My hope is that each conversation gives you an idea, a perspective, or a question worth carrying into your own journey.

Leo

Join the Conversation

Every journey has a story worth sharing

Have a story, perspective, or experience that could inspire others? The Journey brings together entrepreneurs, investors, business leaders, and other accomplished people to share the experiences and lessons that shaped their lives. If you're interested in joining us or recommending a guest, we'd love to hear from you.

Stay Along for the Journey

New conversations, fresh perspectives, and lessons worth revisiting. Follow The Journey on your favorite platform so you don't miss an episode.