Podcasts · Shit My Dad Taught Me

Ep 41 - Adam Greenberg

11 Mar 2026 · 1 h 06 min

This week we’re joined in studio by Adam Greenberg, founder of One Bone, the apparel brand redefining how clothing fits and feels for bigger men

What started as a simple frustration turned into a mission driven company. Adam noticed that traditional fashion completely overlooked an entire group of men who wanted better fitting, better feeling clothes. Instead of accepting it, he decided to build a solution.

One Bone has since grown into more than just a clothing brand. It has become a community built around confidence, identity, and making men feel good in what they wear.

In this conversation we talk about:

• Growing up in Montreal and developing an entrepreneurial mindset early

• The real story behind building One Bone and the team behind it

• Turning a personal frustration into a business opportunity

• The challenges of building a brand in a niche others ignored

• Entrepreneurship, resilience, and learning through failure

• The pressure of building something meaningful while raising a family

• The role fatherhood plays in leadership and decision making

Adam shares honest insight into the realities of building a company from scratch, staying authentic while scaling, and why solving a real problem will always matter more than chasing trends.

At its core, this episode is about identity. Finding confidence in who you are, building something that serves others, and creating a legacy that goes far beyond business.

🎙️ Sh*t My Dad Taught Me

Special Thanks To Our Incredible Sponsors:

This episode’s Dad Jokes sponsor: Spicer Landscaping & Snow Removal Services

The Clothing and Swag Sponsor of the show is One Bone

The episode on the publisher’s site ↗ (opens in a new tab)