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Ditch Digger Ceo

with Gary Rabine

Ditch Digger CEO is a podcast that makes entrepreneurial wisdom from the world's greatest business minds accessible for professionals everywhere. We tell the real stories of people who have risen to the top. Their raw wisdom, unfiltered mistakes, and the lessons they've learned along the way go straight from their mouths to your ears.

We're here to remind our listeners that big dreams, hard work, and persistence can make any corner of the world brighter and bolder. Whether you're a veteran CEO and entrepreneur or you're just starting out, Ditch Digger CEO can be your secret sauce to success, differentiation, and how to get ahead in a meaningful, fulfilling way.





9/15/2020  •  1 hour and 35 mins

As executive chairman of ESD, Raj Gupta leads the company's mission to Improve Society Through the Built Environment. He works on long-term initiatives to support the company’s future, including the expansion of career development paths for employees, promotion of the ESD brand and corporate governance. 

9/01/2020  •  1 hour and 10 mins

Eva Yazhari (@beyondcapital) is the CEO of Beyond Capital, an impact investment organization that believes investing is a mind-set that can inspire good and improve the lives of impoverished communities. Throughout her career, Yazhari has worked in the impact investment, finance, and asset management industries.

8/18/2020  •  1 hour and 41 mins

Michael Brody-Waite (@mikebrodywaite) joins us to discuss how a life of Rigorous Authenticity can lead to genuine leadership, improved team effectiveness, and higher overall success.  His Mask-Free Program, a system built on three principles inspired by his recovery from drug addiction, lays out a system that anyone can follow for concrete results.

8/04/2020  •  1 hour and 38 mins

Chris Joyce (@dealrules) is the founder of 24 companies in high tech, consumer goods, health, and manufacturing. His products have been sold in more than 11,000 stores in 23 countries, with users in 148 countries across the globe.

7/21/2020  •  1 hour and 47 mins

Ann Hiatt (@AnnRHiatt) received her initial business training during 15 years as the Executive Business Partner to Jeff Bezos (CEO of Amazon) and Chief-of-Staff to Eric Schmidt (CEO and Executive Chairman at Google/Alphabet). 


7/07/2020  •  1 hour and 16 mins

Brent is the Chief Executive Officer, a financial advisor, and has a membership interest in Savant. He is on Savant’s Board of Managers, Executive Team, Ideal Futures Platform Committee, and Investment Committee.

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6/23/2020  •  1 hour and 42 mins

Anthony G. “Ozzie” Giglio is CEO/Dealer Principal of Windy City Motorcycle Company (WCMC). Ozzie’s experience has run the gamut.He was active duty USN, where he served four tours in the middle east as part of a special ops team focused on counterintel and counterterrorism


Ditch-Digger CEO is a podcast on climbing to the top of the ladder no matter where you start. It's for those with big, bold ideas who want to learn from the experiences of some of the most successful people in the world. 



Gary Rabine

In the Spring of 1981, Gary Rabine was a senior in high school trying to decide which way his future would go. While his friends were busy preparing for college, Gary was dreaming of starting a landscaping or paving business. With the experience he gained laboring and running heavy equipment for his dad's small business, he new he could do it. 


One afternoon in his schools cafeteria, surrounded by college-bound friends, Gary was asked what his college plans were. When he replied that he planned to save money to start a business, a smart ass friend eagerly termed him a "Ditch-Digger", loudly laughing “Gary's going to be a Ditch Digger”. 


Gary harnessed this memory and used it to motivate him to walk his own path. 37 years later, Gary Rabine has grown Rabine Paving and many others businesses which are now the Rabine Group of Companies. This podcast is about stories like his. From "ditch-digger" to the founder/CEO of a national facilities services empire.   

Quinton James

Quinton James is a founding partner of True Mentors, a unique and dynamic mentorship platform that connects young entrepreneurs with successful CEOs and business leaders. 


Quinton brings a great sense of humor and energy to our Ditch-Digger CEO podcast. Raised on the South Side of Chicago, he questions our guest from a young, fresh paradigm, one that values work ethic and execution.


His questions always help to bring out the secrets of our guests' success. Quinton gives great insight on how stories can inspire, motivate, and offer hard-but-valuable truths about the journey to success. 


Contact us

Becoming Doers

4552 W Patterson Ave,

Chicago, IL 60641

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