The Bossticks
The Bossticks

Paige Lorenze On Reinventing Yourself, Trusting Your Gut, & What She Doesn't Share Online

June 22, 2026

AI Summary

5 min read

Paige Lorenze started her first business at six years old, running a lemonade stand with a charity component while other kids were at the beach. She describes that drive as something "in my bones" — not taught, but present from the beginning. That same instinct carried her through a childhood as a competitive downhill ski racer, through college in New York City, and eventually into building Dairy Boy, a clothing brand that grew out of a single trucker hat and a joke about drinking whole milk. The through-line across all of it is a refusal to conform to what she calls "the trends" — whether that meant oat milk, city life, or the standard playbook for building a fashion brand.

The operating system: intuition, fearlessness, and the refusal to conform

Lorenze describes her entrepreneurial drive as something she was "born with." She ran a serious lemonade stand at six, complete with a charity component, while other kids were at the beach. She attributes part of that intensity to severe ADHD, which she says made her hyperactive and competitive. But the deeper mechanism is a willingness to trust her own instincts even when they run against the current. She says downhill ski racing taught her to be "fearless" and to trust her body "free falling down a hill" — and that translated directly into business: "I'm not scared to fail at all."

Continue reading the full summary in the app — free to try.

Read Full Summary →

Free • No credit card required

Listen to Audio Summary Open in App

What you'll learn

  • 1 (00:46) **Early Entrepreneurial Drive** - Paige describes her childhood lemonade stand as a serious business, revealing an innate, competitive drive for independence and work.
  • 2 (03:24) **The Making of a Founder: Ski Racing & World-Building** - Explains how downhill ski racing and a love for art/video created her fearless, creative, and problem-solving mindset.
  • 3 (08:08) **First Break: From Ski Shop to Social Strategy** - Paige describes her early career in New York, where she ran Instagram for a ski shop and realized the platform could replace a newsletter.
  • 4 (11:00) **Why She Left New York & The Lie of Location** - Explains her decision to leave NYC, arguing that you don't have to sacrifice where you want to live to be successful.
  • 5 (17:59) **The Origin of Dairy Boy: From a Rant to a Brand** - The tipping point was an authentic rant about oat milk, which resonated with thousands of women and led to a viral "Dairy Girl Summer" hat.
  • 6 (23:20) **Regaining a Strong Point of View** - Paige describes losing her unique perspective in NYC and the importance of "putting the blinders on" to rediscover her authentic self.
  • 7 (26:22) **The Power of Disagreement & Building a Team** - Discusses the importance of hiring people who will disagree with you and how she built her team from scratch without industry connections.

+ Full timestamped outline available in the app

Show Notes

#982: Join us as we sit down with Paige Lorenze – Founder and Creative Director of Dairy Boy, a lifestyle and apparel brand redefining modern Americana. While many know Paige from the worlds of fashion, wellness, and tennis, her entrepreneurial journey tells a much deeper story. In this episode, Paige shares how she transformed a personal vision into a thriving brand, the lessons she's learned building Dairy Boy from the ground up, and why she traded New York City for Connecticut in pursuit of a more intentional lifestyle. She opens up about navigating the public eye, creating an authentic brand in today's digital landscape, balancing creativity with business, and staying connected to her values while scaling a company and building a life on her own terms.

For Detailed Show Notes visit TheBossticks.com

To connect with Paige Lorenze click HERE

To connect with Lauryn Bosstick click HERE

To connect with Michael Bosstick click HERE

Read More on The Skinny Confidential HERE

Head to our ShopMy page HERE and LTK page The Bossticks

More from this podcast

 The Bossticks →