Christopher Lochhead Follow Your Different™

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041: Legendary Millennial Entrepreneurs

June 22, 2017

The millennial generation is shaping up to be the least entrepreneurial in history. What is driving this crisis in entrepreneurship, and making people not want to take risks? What are the biggest challenges the millennials have when it comes to running their business ventures? On this episode, we have a fantastic conversation with 3 young entrepreneurs winning in the game and making an impact.

Entrepreneurial tendencies and philosophies are great ways to live as a person. -Connor Gillivan


  1. The education most millennials received was based upon a pre-internet lifestyle and a pre-internet economy.
  2. If you increase revenue, all the other challenges become easier.
  3. A lot of young people would rather be broke and more fulfilled than rich and unhappy.
  4. Access to capital doesn’t necessarily mean giving up ownership anymore.

At the start of the show, Hector, Mani and Connor told their stories and shared what led them to take the entrepreneurial path. Next, we talked about the crisis in American entrepreneurship and why so few millennials are becoming entrepreneurs. We discussed the importance of meditation and having hard lines. We went onto discuss painting a compelling vision, and the new ways entrepreneurs can access capital.

We also spoke about

  • Why structure leads to freedom
  • The biggest challenges entrepreneurs are facing
  • The importance of grit, persistence and hunger

What’s holding people back from being entrepreneurs is the lack of preparation and having nothing driving them to want to take risks. For young people, the idea of improving yourself isn’t quite sexy yet, and the avenue to get there is through entrepreneurs. The old paradigm of working just for money is gone and how people want fulfillment and happiness. To succeed, structure is important, as well as being driven to succeed through the obstacles. The answer to the question, of becoming an entrepreneur is always yes.

Guest Bio

Hector Santiesteban
After training over 1500 Millennials in entrepreneurship and sales, Hector is focused on helping young people make money in a meaningful way. Go to to find out more about his work.

Mani Vaya
Mani is the founder of 2000 Books. Prior to this, he spent 12 years in the tech industry and most recently was managing Billion dollar cellphone design projects at a Fortune 500 Tech giant. Go to

Connor Gillivan
Connor is the CMO of FreeeUp and the best selling author of Free Up Your Business: 50 Secrets to Bootstrap Million Dollar Companies. He has been in the eCommerce industry for the past 7 years and has sold over $20 million worth of product. His advice can be found on leading publications and podcasts such as and Conscious Millionaire. Go to