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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.





05/04/2021  •  1 hour and 21 mins

Rob Wilson (@employco) is president of Employco USA. Employco is a national HR outsourcing firm whose customized business solution have made them one of the top privately held HR outsourcing companies in the country. They work with companies to tailor outsourced solutions for payroll, HR, employee benefits and workers’ compensation insurance while reducing clients’ expenses by leveraging their substantial buying power.

03/30/2021  •  1 hour and 30 mins

Charles G. (Chuck) Hall IV is the Chairman of Vitality Living and founder and CEO of Charles Hall Construction, LLC. Vitality Living is a team of seasoned retirement living professionals passionate about creating vibrant communities for older adults, regardless of physical and/or cognitive challenges. 

03/16/2021  •  1 hour and 30 mins

Jeff Wald is the Founder of Work Market, an enterprise software platform that enables companies to manage freelancers (acquired by ADP). Jeff has founded several other technology companies, including Spinback, a social sharing platform (acquired by salesforce.com) Jeff is an active angel investor and startup advisor, as well as serving on numerous public and private Boards of Directors..

02/16/2021  •  1 hour and 41 mins

Mike Berland is the Founder and CEO of Decode_M, an insights and analytics firm research and analytics firm that decodes data into momentum for its clients. In a world that runs on data, Mike strongly believes that everything is knowable, you just have to know where to look. Throughout his career, he has represented prominent political figures, major companies and social movements.

01/26/2021  •  1 hour and 37 mins

John Jonas helped thousands of entrepreneurs succeed in their business by doing outsourcing differently. He created the world’s largest website for finding Filipino Virtual Assistants, OnlineJobs.ph, which has over 1,000,000 Filipino resumes and hundreds of thousands of employers from around the world using it. 

01/19/2021  •  1 hour and 41 mins

Brian Spaly (@BrianSpaly) is currently the General Partner at Brand Foundry Ventures and Executive Chairman at Tecovas, a direct-to-consumer Western Bootmaker based in Austin, TX.  Up until January 2017, Brian was Founder and CEO of Trunk Club, where he focused on making it easy for men and women to discover and acquire awesome clothing without the hassles of the traditional shopping experience. 


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

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 knew 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. 

Quintn James

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