Rob Dyrdek: Business Secrets Q&A


I’ve got a real treat for you today. I’m lifting the curtain on a conversation I had at my elite level mastermind with the legend, Rob Dyrdek.

In case you’ve forgotten who he is (because I know you’ve heard of him), he is the professional skater turned TV personality and mega-entrepreneur. You probably know of him from his TV shows Ridiculousness, Fantasy Factory, or Rob & Big. But most people don’t realize how wildly successful and brilliant an entrepreneur he is.

He was willing to come to our mastermind and bless us with his incredible knowledge, not only of his businesses, but how he leads such a life of balance. I’ve never seen any entrepreneur do it like this before.

Question Highlights:

  •  What are your core values?
  • Where did your boundaries come from and how do you uphold them?
  • Why was the book Start at the End so impactful, and what do you do as a result of what you learned from that book?
  • What did it take for you to learn to be a numbers person?
  • What keeps you motivated to keep pushing?
  • Do you have a meditative or spiritual practice?
  • If you started over, what would be your next revenue stream?
  • Can you break down your morning routine?

Guest Bio:

At 18 years old, he used his knowledge gained from the skateboard industry to create his first company.

The relentless pursuit of his childhood dreams made Rob Dyrdek a professional athlete at 16 years old and propelled him into the world of business before most people entered college. Surrounded by entrepreneurs in his youth, Dyrdek quickly learned the power of building brands. At 18 years old, he used that knowledge to create his first company.

This “outlier” experience helped him to develop and grow both his own brands and increase the value of his brand partners as he was quickly becoming an influential professional skateboarder. By leveraging his influence and designing new concepts and ideas, he helped turn a rising footwear and apparel brand into a $500 million international company. He used that same expertise to build skate brands later in his career launching the world’s first true professional skateboarding league Street League Skateboarding and a first of its kind skateboarding channel, ETN.

That same approach to brand development led him to co-create and executive produce his first television show, Rob & Big on MTV. After the success of this first show, he created Rob Dyrdek’s Fantasy Factory showcasing his Do-Or-Dier® mentality towards entrepreneurship. Constantly evolving and taking calculated risks, Dyrdek beat world records with his physical feats while continuing his endeavors, launching several new brands while structuring multi-platform integrated partnerships.

Dyrdek continued in his television success with the launch of his new production company, Superjacket. In this new role, he created Ridiculousness, yet another big hit television show, followed by hits like Nickelodeon’s Mega Life & Crashletes and CMT’s The Dude Perfect Show.

Using this expertise gained developing the intersection between business and media, he went on to not only invest in new businesses, but also help successfully amplify their brand. With his extensive knowledge, experience and insight gained over two decades of building his own intellectual properties and working with top brands around the world, he started developing the groundwork for his full-service venture studio, Dyrdek Machine.

The Dyrdek Machine represents not only the financial investment of Rob Dyrdek, but also his passion for partnering with disruptive “Do-or-Dier®” entrepreneurs, guiding them to achieve sustainable success. Using his proven method for predictable success, Dyrdek works personally with his partners to help them realize their true passion and voice and turn it into a profitable, sustainable brand.

His unquenchable desire to live life to the fullest pushed him to develop a strategy for success in life, not unlike the formula he created for his venture studio. Following his life plan for happiness, balance and love while still achieving greatness in his career, Dyrdek now enjoys a fulfilling life with his family in Beverly Hills and continues to build his dream as he had not only envisioned, but designed it.

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You’re Going To Hear About:

  • Having a core purpose for the decisions you make
  • Designing your life the way you want and choosing the life you live
  • The seven core capabilities to assess a founder through
  • The importance of understanding money
  • Learning through failure
  • It’s never too late to learn
  • Margins over everything
  • Morning routines
  • Believing in yourself

Resources Mentioned: