Ditch Digger CEO with Gary Rabine - podcast cover

Ditch Digger CEO with Gary Rabine

Ditch Digger CEO is a podcast that will feed and grow your hunger for entrepreneurship. This show chronicles those who have built their business from nothing to million or even billion dollar enterprises. Often with only grit and work ethic to rely on. Gary Rabine is a serial entrepreneur who has started 25 companies over the past 20 years. For business inquiries email PodcastDDCEO@gmail.com
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Episodes

#122 How Buying Broken Businesses Built a Thriving Empire w/ Peter Griscom, Principal & Operating Partner, Van Dyke Acquisitions

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Peter Griscom ( https://www.linkedin.com/in/peter-g-350a21169/ ) is an Operating Partner and the Chief Executive Officer of Van Dyke Acquisitions, a boutique investment firm specializing in distressed mergers and acquisitions and turnaround opportunities. With over a decade of experience in the distressed investing sector, he focuses primarily on healthcare, consumer goods, and manufacturing....

Jun 16, 20251 hr 10 minEp. 122

#121 Build Millionaires, Not Just Businesses w/ Dave Durand, Founder & CEO, Leading Giants

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Dave Durand ( https://www.linkedin.com/in/davevdurand/ ) is currently the CEO of Leading Giants and Executive Chairman of Best Version Media, an international media company in Brookfield, Wisconsin. During Durand’s tenure as CEO, BVM was among the top 20 fastest-growing media companies in North America and the fastest-growing private company in Wisconsin of any type. In 2024, The Wall Street ...

Jun 11, 20251 hr 35 minEp. 121

#120 AccuWeather: From a $50 Startup to a Global Powerhouse w/ Dr. Joel Myers, Founder & Executive Chairman, AccuWeather

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Dr. Joel N. Myers ( https://corporate.accuweather.com/company/about-us/dr-joel-myers/ ) is a proven visionary leader, founding AccuWeather in 1962 and successfully establishing it as the world's fastest growing and most trusted source of weather forecasts and warnings as well as a global leader in digital media. He has been recognized as one of the greatest entrepreneurs in American history i...

May 21, 20251 hr 13 minEp. 120

#119 Why the Best Outsourcing Isn’t Really Outsourced w/ Jose Herrera, CEO & Co-Founder, Horatio

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Jose Herrera ( https://www.linkedin.com/in/joseherrerap/ ) is the CEO and Co-Founder of Horatio. Horatio is the trusted partner for some of the fastest-growing startups and enterprises in the world. Their on-brand customer support teams help them leverage CX as a revenue generator through personalized customer experience support. As seen on INC, Forbes, and Bloomberg, as well as the 2022 Cust...

May 06, 20251 hr 16 minEp. 119

#118 AI, Learning, and the Future of Work: Staying Ahead of the Curve w/ David Blake, Co-founder & CEO, Degreed

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ David Blake ( https://degreed.com/ ) is the co-founder and Executive Chairman of Degreed. Millions of individuals and hundreds of organizations use Degreed’s platform to discover and answer for all of their learning and skills. Prior to Degreed, he consulted on the launched a competency-based, accredited university and was a founding team member of university-admissions startup Zinch (acquire...

Feb 24, 20251 hr 12 minEp. 118

#117 Pleaser, Dreamer, Innovator: The Story of Joe Kahn | Founder & CIO | Condado Tacos

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠ ⁠⁠https://www.DitchDiggerCEO.com/⁠⁠⁠⁠⁠ Meet ⁠⁠Joe Kahn⁠⁠ , founder of Condado Tacos, who turned his passion for the restaurant industry into a thriving 51-store chain. In this episode, Joe shares his journey from busboy to CEO, focusing on explosive growth, maintaining a strong company culture, and innovative strategies that set Condado Tacos apart. Discover his secrets to success and learn from his experiences and insi...

Dec 20, 20241 hr 19 min

#116 From Humble Beginnings To Billion-Dollar Success w/ Stan Middleman, Founder, Freedom Mortgage

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠⁠https://www.DitchDiggerCEO.com/⁠ ⁠⁠⁠ Stanley C. Middleman is the Founder, President & CEO of Freedom Mortgage Corporation. In today's episode, Stan recounts his journey from starting with nothing in 1990 to leading a multi-billion-dollar enterprise. He covers his entrepreneurial challenges, innovative strategies, and the significance of small wins. Learn about effective sales and leadership principles, the critical ...

Oct 23, 20241 hr 3 minEp. 116

#115 From Idea to Impact: The Data Intelligence Revolution w/ Satyen Sangani, CEO, Alation

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠https://www.DitchDiggerCEO.com/ ⁠⁠⁠ Satyen Sangani , is the Co-Founder and CEO of Alation. Discover Satyen's journey from Wall Street to Silicon Valley, the creation of a groundbreaking data intelligence platform, and the future of AI and data across industries. Gain insights into economics and market dynamics and valuable advice on business building and finding the right co-founder. In this episode, Gary and Satyen disc...

Oct 02, 20241 hr 18 minEp. 115

#114 Revolutionizing Online Learning w/ Pierre Dubuc, Co-Founder & CEO, OpenClassrooms

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠ https://www.DitchDiggerCEO.com/⁠⁠⁠ Pierre Dubuc ( https://www.linkedin.com/in/pdubuc/ ), the Forbes 30 Under 30 honoree and innovative CEO of OpenClassrooms shares his journey from starting a hobby business in middle school to creating a leading online education platform, Pierre shares his story of making education accessible and career-focused for everyone. Learn how OpenClassrooms upskills and reskills 52,000 individu...

Sep 18, 20241 hr 17 minEp. 114

#113 From Notarization to National Impact w/ Pat Kinsel, Founder & CEO , Proof (Formerly Notarize)

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠ ⁠https://www.DitchDiggerCEO.com/⁠ ⁠⁠⁠ Pat Kinsel is the founder and CEO of Proof (formerly Notarize). He shares his remarkable journey of transforming the notarization industry with cutting-edge digital solutions. Discover Pat's background, the obstacles he overcame, and how his company tackles fraud and builds trust in high-stakes transactions. Learn how Pat's innovative approach, from testifying in Congress to navigat...

Aug 29, 20241 hr 14 minEp. 113

#112 The Tech Innovator’s Playbook w/ Brett Hurt, CEO & Co-Founder, data.world

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠ https://www.DitchDiggerCEO.com/ ⁠⁠⁠ Brett Hurt , is the founder and CEO of data.world. Brett talks about his entrepreneurial journey from Austin, Texas to creating transformative tech enterprises. He discusses the impact of AI on data management, the significance of mentorship, and the role of venture capital in accelerating business growth. The episode explores how AI innovations boost productivity, employee satisfacti...

Aug 20, 20241 hr 18 minEp. 112

#111 Pioneering Eco-Friendly Solutions w/ Stuart Landesberg, Co-Founder & CEO, Grove Collaborative

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠https://www.DitchDiggerCEO.com/⁠⁠⁠ Stuart Landesberg is the Co-Founder and CEO of Grove Collaborative, the leading digital-first brand & e-commerce platform for natural home and personal care. In today's episode, he delves into his journey from a sustainable upbringing to leading a top company in eco-friendly consumer products. Stuart also shares the obstacles of starting a business, the importance of a mission-drive...

Jul 27, 20241 hr 5 minEp. 111

#110 Navigating The Skies of Innovation w/ Dean Donovan, MD & Co-Founder, DiamondStream Partners

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠https://www.DitchDiggerCEO.com/⁠⁠⁠ Dean Donovan ( ⁠https://www.linkedin.com/in/william-dean-donovan/⁠ ), MD and Co-Founder of DiamondStream Partners shares his captivating journey from his early entrepreneurial days in Silicon Valley to leading global businesses and founding Mexico's largest low-cost airline, Volaris. Donovan dives deep into his experience in starting his entrepreneurial journey, his passion for technolo...

Jul 08, 20241 hr 20 minEp. 110

#109 Pavers Series: Paving a Path of Excellence W/ Mauro Comuzzi, President & CEO, The Paving Lady

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠https://www.DitchDiggerCEO.com/⁠ Mauro Comuzzi ( https://pavinglady.com/ ), founder of 'The Paving Lady,' shares his incredible journey from Venezuela to building a reputable paving business in the USA. Mauro talks about his experiences in the paving industry, the importance of clear expectations, and his thoughts on business growth and leadership. In this episode, Gary and Mauro discuss: 1. Mauro's Journey from Venezuela ...

May 20, 20241 hr 2 minEp. 109

#108 From Ditch Digger to Aviation Mogul w/ Abdol Moabery, President and CEO, GA Telesis

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Abdol Moabery ( https://twitter.com/AbdolMoabery ), aviation leader and founder of GA Telesis, covers his journey from modest beginnings to steering his company through major crises like the 2008 financial downturn and the COVID-19 pandemic, notably without layoffs. Moabery highlights the importance of a lean operational model, prioritizing financial wisdom and linking revenue growth with emp...

May 14, 20241 hr 20 minEp. 108

#107 Pavers Series: Diamond in the Rough W/ Parker Perrien, CEO, Diamond Solutions, Inc

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Parker Perrien ( https://www.thediamondsolutions.com/ ) is an exceptional entrepreneur with a compelling story of starting and growing a successful paving company, Diamond Solutions. From starting his business journey young to overcoming challenges, navigating personal trials, and achieving success. Parker shares insights into the evolution of his company. Parker also discusses the impact of ...

May 07, 202459 minEp. 107

#106 Building An Empire On Wheels W/ Rita Case, CEO and President, Rick Case Automotive Group

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Rita Case ( https://rickcase.com/ ) shares her journey in the automotive industry, from the establishment of the Rick Case Automotive Group to becoming the largest woman-owned dealership in the U.S. Rita details the origins of her family's business, starting with her father's dealership and how she learned the ins and outs of the industry from a young age. Rita also highlights the significanc...

Apr 27, 20241 hr 4 minEp. 106

#105 Pavers Series: Turning Asphalt into Gold w/ Kevin Cassidy, President, Cassidy Paving and Corp.

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Kevin Cassidy ( https://cassidypaving.com/ ), is a successful entrepreneur who transitioned from running a landscaping business in high school to founding and growing Cassidy Paving, a major paving company based near Boston. Kevin shares his early business ventures, the pivotal moment of switching to paving, navigating financial challenges, and the importance of core values such as safety, te...

Apr 17, 202458 minEp. 105

#104 Pavers Series: Building Roads Through Generations w/ Andrew Thomann, Owner, Thomann Asphalt

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠https://www.DitchDiggerCEO.com/⁠ Andrew Thoman is a fourth-generation co-owner of a family-run paving company Thomann Asphalt. Andrew shares the history of Thomann Asphalt, starting with his great-grandfather in 1925, and discusses the evolution of the business, core values, and the importance of family dynamics in its success. He highlights the challenges of maintaining quality during growth, the role of technology and eq...

Apr 04, 20241 hr 14 minEp. 104

#103 Pavers Series: Creating Value Beyond the Sale w/ Steve Tjornhom, CEO and Co-Founder, TruSeal America LLC

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Steve Tjornhom ( https://trusealamerica.com/ ) is the owner / CEO of TruSeal America LLC and M & M Construction and Asphalt.Steve and his brother Pete founded TruSeal America in 2000 and both play a very active role in the day-to-day operations of the company. Currently Steve is responsible for the direction and vision of TruSeal America while still involved with sales, marketing, and str...

Mar 11, 20241 hr 26 minEp. 103

#102 The Domino’s Effect w/ Tom Monaghan, Founder, Domino’s Pizza

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Tom Monaghan is an American entrepreneur who founded Domino's Pizza in 1960. He also owned the Detroit Tigers from 1983 to 1992. Monaghan also owns the Domino's Farms Office Park in the Ann Arbor Charter Township, Michigan, which he first started building in 1984. In this episode, Gary and Tom discuss: 1. From One Dot to 21,000: The Domino's Pizza Success Story 2. Lessons in Resilience from a...

Mar 04, 20241 hr 19 minEp. 101

#101 Building Careers in Business Consulting w/ Bruce Ballengee, Founder, Pariveda Solutions

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ As Founder of Pariveda, having served 20 years as its first CEO, Bruce Ballengee ( https://www.linkedin.com/in/bruceballengee/ ) has contributed to its success through his insight and industry knowledge. Bruce is sought out by leaders in the professional services community for his deep technical expertise and business acumen. His passion for developing people is evident in Pariveda’s training...

Feb 27, 20241 hr 10 minEp. 101

#100 A Swig of Business Success w/ Nicole Tanner, Founder, Swig

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Nicole Tanner ( https://swigdrinks.com/ ) is the Founder of Swig, which sells customized drinks, cookies, and treats. She started Swig in 2010 due to her love of Diet Coke and because she noticed a lack of connectedness in other drive-thru concepts. She is a mom of five children and a grandma to four grandbabies who enjoys hiking outdoors and spending time with her family. In this episode, Ga...

Jan 24, 20241 hr 16 minEp. 100

#99 The Data Behind Business Success w/ Michael Katz, CEO & Co-Founder, mParticle Inc

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Michael Katz ( http://www.mparticle.com/ ) is the Co-founder and CEO of mParticle, the leading customer data platform helping the world's best brands unify data across all consumer touch points to optimize marketing outcomes and CX. In this episode, Gary and Michael discuss: 1. The Power of Operationalizing Data Insights 2. The Entrepreneurial Journey of Taking The Leap 3. Challenges and Real...

Jan 17, 202457 minEp. 99

#98 Pavers Series: Building Pavements with Second Chances w/ Keith L. Callaway Sr., President & CEO, K&L Industries

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Keith Callaway Sr. ( https://www.kandlindustries.com/ ) is the President and Founder of K&L Industries, a premier paving company based in the Portland Metro Area and a second-chance employer. Over the past 30 years, Keith has scaled his small mom-and-pop business to a company with his dedicated team of professional pavers to deliver high-quality solutions ranging from driveway paving to p...

Jan 10, 20241 hr 14 minEp. 98

#97 The Journey to Creating An Industry w/ Glen Meakem, Founder & CEO, Forever, Inc.

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Glen Meakem ( https://www.forever.com/ ) is a career entrepreneur and business leader whose objective is to create tremendous value for investors, customers, and employees by building businesses that make the world a better place. Since the beginning of 2013, he has been devoted full-time to building his latest company, Forever, which is the world's first permanent shareable storage service o...

Jan 03, 20241 hr 34 minEp. 97

#96 36-Year-Old CEO Inspires World-Class Businesses to Record Growth w/ Austin Rabine, CEO, Rabine Group

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠⁠ https://www.DitchDiggerCEO.com/⁠⁠⁠⁠ Austin Rabine is the son of Gary Rabine and the current CEO of Rabine Group. Austin shares updates on the various ventures of their company including SiteTechnologies, pavement assessments, exterior management and outlines their future plans for exponential growth by teaming up with smaller paving businesses across the country. The conversation also touches upon the importance of hir...

Dec 27, 20231 hr 6 minEp. 96

#95 Pavers Series: Elevating the Paving Business w/ Nick Small, Founder & CEO, U.S. Pave™

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Nick Small ( http://www.uspave.com/⁠ ) is the Founder of U.S. Pave Network™ and President of U.S. Asphalt™. U.S. Pave is a Southeast U.S.-wide paving contractor specializing in commercial parking lot maintenance. They provide the highest level of customer service and utilize top-quality materials for lasting results. In this episode, Gary and Nick discuss: 1. Differentiating Your Company 2. T...

Dec 18, 20231 hr 24 minEp. 95

#94 E-commerce, Leadership, and Growth w/ Arman Taheri, Co-Founder, TalentPop

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Arman Taheri ( https://www.talentpop.co/careers ) is a culture-first leader who is deeply invested in developing his talent and ensuring that his team members are in the best position to succeed. As the Co-Founder and Director of Customer Success at TalentPop, Arman brings a wealth of experience from his e-commerce background. In this episode, Gary and Arman discuss: 1. Being A Servant Leader...

Dec 11, 20231 hrEp. 94

#93 The Future Of Broadcasting: Insights From A Tech Maverick w/ Srinivasan KA, Co-Founder, Amagi

Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from ⁠⁠⁠ https://www.DitchDiggerCEO.com/⁠⁠⁠ Srinivasan KA ( https://www.amagi.com/ ) is a technology entrepreneur with two decades of experience in building new technologies and taking them to market. Discover his journey, from developing one of the first Bluetooth software systems to steering Amagi into a significant role in the media tech industry. In this episode, Gary and Srini Discuss 1- Future of media advertising. 2- How ...

Dec 05, 20231 hr 16 minEp. 93
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