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Pic of Growth Now Movement with Justin Schenck

Return To Real with Ryan Levesque

October 6, 2026
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Growth Now Movement with Justin Schenck

Description

What happens when success starts costing you the life you actually want?

In this episode of The Growth Now Movement, I sit down with entrepreneur, author, and creator Ryan Levesque to talk about entrepreneurship, scaling a business, human connection, health, family, and what it really means to build a life around what matters.

Ryan's story is anything but conventional. He grew up blue collar, went on to study neuroscience and Chinese at Brown University, worked at Goldman Sachs, and eventually helped lead AIG's expansion into China. But during the 2008 financial crisis, he walked away from that career and took a completely different path into entrepreneurship.

We talk about some of his earliest businesses, including selling Scrabble tile jewelry online and building an orchid-care business, and how those experiments eventually led to the creation of the Ask Method and a much larger training and software company.

But then came the part a lot of entrepreneurs don't talk about.

Ryan became obsessed with growth.

At 30, that relentless pursuit landed him in the hospital with diabetic ketoacidosis and a Type 1 diabetes diagnosis. Even after building successful companies, he eventually found himself facing another uncomfortable realization: the business he had worked so hard to build was starting to dictate how he lived.

That led Ryan and his family to make a massive change.

They moved from Austin to rural Vermont and began pursuing what he calls a "return to real" lifestyle, including growing a significant portion of their own food and creating more space for family, health, and the things that don't necessarily scale.

We dive into why entrepreneurs often confuse scaling with success, the value of doing "unscalable" things, and why trust and human connection may become even more valuable as AI continues to automate more of our lives and businesses.

Ryan also shares his thoughts on oxytocin, relationships, entrepreneurship, and why creating deeper human connection can be a competitive advantage in an increasingly digital world.

And one of my favorite parts of the conversation is Ryan's definition of success: optimizing for what matters in the season of life you're actually in.

We talk about knowing when to push, when to simplify, when to let go, and how to recognize that the definition of success can change as your life changes.

If you're an entrepreneur who is constantly chasing the next level but wondering what all that growth is actually costing you, this conversation is worth paying attention to.

In this episode, we talk about:

  • Ryan's blue-collar upbringing and unconventional path to entrepreneurship
  • Studying neuroscience and Chinese at Brown University
  • Working at Goldman Sachs and AIG's expansion into China
  • Why Ryan left corporate America during the 2008 financial crisis
  • Building his first online businesses
  • The Ask Method and learning how to scale
  • The hidden costs of relentless growth
  • Ryan's Type 1 diabetes diagnosis and health crisis
  • Why successful entrepreneurs can still feel trapped
  • Moving from Austin to rural Vermont
  • Raising more of the family's own food
  • The idea of a "return to real"
  • Why human connection matters more in an AI-driven world
  • Trust, oxytocin, and relationships
  • The power of doing things that don't scale
  • Why "unscalable" can actually be a competitive advantage
  • Balancing entrepreneurship, family, health, and purpose
  • Defining success based on the season of life you're in
  • Ryan's biggest personal growth lessons

If you enjoy conversations about entrepreneurship, personal growth, business scaling, success, health, family, leadership, human connection, AI, and building a life that actually feels good, make sure you subscribe to The Growth Now Movement.