Sean O’Brien is a serial entrepreneur, Shark Tank alum, and founder of Swingzy, a golf training tool designed to help players make smoother, more consistent swings. He’s also the former CTO and CMO of Autio, a venture-backed startup co-founded by Kevin Costner and supported by major brands like Camping World and Snapchat. Known for turning down one of the biggest offers in Shark Tank history, Sean has built and sold multiple companies while staying at the forefront of tech, marketing, and product innovation.

On this episode we talk about:

How Sean turned rejection from Goldman Sachs into his first million-dollar business

The wild story behind his eight-figure company that started with a beach chair in storage

The mindset shift that turns rejection into motivation

How he landed the Entrepreneur Magazine cover by sheer persistence

Working with Kevin Costner and other celebrity partnerships

The creation and growth of Swingzy and its impact on the golf industry

Top 3 Takeaways

Rejection can be your greatest motivator—if you use it as fuel instead of failure.

Execution always outweighs ideas; what matters is taking consistent, bold action.

Reinvention is the key to long-term success—keep evolving with each new opportunity.

Notable Quotes

“If you get rejected, your job is to make the people who passed on you look stupid. That’s the fuel.”

“Ideas are worthless until you execute. Everyone’s got a million-dollar idea, but almost no one acts.”

“Every setback I’ve ever had eventually turned into my biggest opportunity.”

Connect with Sean O’Brien:

X – https://x.com/gatsby

LinkedIn — https://www.linkedin.com/in/seanob

Company — https://www.swingzy.com

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