Ditch Digger CEO with Gary Rabine
By Gary Rabine
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Category: Business
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Episodes: 136
Description
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
| Episode | Date |
|---|---|
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#132 Think in Centuries, Not Quarters w/ Tim Schmalz, Sculptor
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Jul 06, 2026 |
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#131 How Great Entrepreneurs Find Hidden Markets w/ John Berger, CEO at Otovo
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Jun 08, 2026 |
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#130 How to Build Trust in an AI-Driven World w/ Beth Hollenberg, Chief Executive Officer, Everspring
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May 22, 2026 |
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#129 Culture Isn’t What You Put on the Wall — It’s What You Do Every Day w/ Dean Vicha, President at NationaLease
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Mar 17, 2026 |
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DDC #128 The Discipline of Moving Fast Without Breaking What Matters w/ Biju Kulathakal, Founder and CEO, LightSpeed | Halo Investing
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Dec 01, 2025 |
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#127 Converting Your Business From a Vitamin to A Painkiller w/ Tim Stojka, CEO, Nexus3 Capital
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Nov 24, 2025 |
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#126 The Three Prayers That Built a Champion w/ Don Beebe, Head Football Coach, Aurora University, Former NFL Player, Founder, House of Speed
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Oct 13, 2025 |
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#125 How to Compete Against Giants Without Losing Your Soul w/ Dave Bolotsky, Founder & CEO, Uncommon Goods
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Oct 07, 2025 |
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#124 The Founder’s Guide to Storytelling That Inspires Part 2 w/ Lee Habeeb, Our Great American Stories
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Sep 23, 2025 |
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#123 The Founder’s Guide to Storytelling That Inspires Part 1 w/ Lee Habeeb, Host and Founder, Our Great American Stories
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Sep 19, 2025 |
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#122 How Buying Broken Businesses Built a Thriving Empire w/ Peter Griscom, Principal & Operating Partner, Van Dyke Acquisitions
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Jun 16, 2025 |
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#121 Build Millionaires, Not Just Businesses w/ Dave Durand, Founder & CEO, Leading Giants
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Jun 11, 2025 |
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#120 AccuWeather: From a $50 Startup to a Global Powerhouse w/ Dr. Joel Myers, Founder & Executive Chairman, AccuWeather
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May 21, 2025 |
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#119 Why the Best Outsourcing Isn’t Really Outsourced w/ Jose Herrera, CEO & Co-Founder, Horatio
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May 06, 2025 |
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#118 AI, Learning, and the Future of Work: Staying Ahead of the Curve w/ David Blake, Co-founder & CEO, Degreed
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Feb 24, 2025 |
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#117 Pleaser, Dreamer, Innovator: The Story of Joe Kahn | Founder & CIO | Condado Tacos
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Dec 20, 2024 |
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#116 From Humble Beginnings To Billion-Dollar Success w/ Stan Middleman, Founder, Freedom Mortgage
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Oct 23, 2024 |
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#115 From Idea to Impact: The Data Intelligence Revolution w/ Satyen Sangani, CEO, Alation
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Oct 02, 2024 |
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#114 Revolutionizing Online Learning w/ Pierre Dubuc, Co-Founder & CEO, OpenClassrooms
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Sep 18, 2024 |
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#113 From Notarization to National Impact w/ Pat Kinsel, Founder & CEO , Proof (Formerly Notarize)
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Aug 29, 2024 |
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#112 The Tech Innovator’s Playbook w/ Brett Hurt, CEO & Co-Founder, data.world
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Aug 20, 2024 |
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#111 Pioneering Eco-Friendly Solutions w/ Stuart Landesberg, Co-Founder & CEO, Grove Collaborative
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Jul 27, 2024 |
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#110 Navigating The Skies of Innovation w/ Dean Donovan, MD & Co-Founder, DiamondStream Partners
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Jul 08, 2024 |
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#109 Pavers Series: Paving a Path of Excellence W/ Mauro Comuzzi, President & CEO, The Paving Lady
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May 20, 2024 |
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#108 From Ditch Digger to Aviation Mogul w/ Abdol Moabery, President and CEO, GA Telesis
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May 14, 2024 |
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#107 Pavers Series: Diamond in the Rough W/ Parker Perrien, CEO, Diamond Solutions, Inc
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May 07, 2024 |
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#106 Building An Empire On Wheels W/ Rita Case, CEO and President, Rick Case Automotive Group
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Apr 27, 2024 |
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#105 Pavers Series: Turning Asphalt into Gold w/ Kevin Cassidy, President, Cassidy Paving and Corp.
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Apr 17, 2024 |
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#104 Pavers Series: Building Roads Through Generations w/ Andrew Thomann, Owner, Thomann Asphalt
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Apr 04, 2024 |
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#103 Pavers Series: Creating Value Beyond the Sale w/ Steve Tjornhom, CEO and Co-Founder, TruSeal America LLC
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Mar 11, 2024 |
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#102 The Domino’s Effect w/ Tom Monaghan, Founder, Domino’s Pizza
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Mar 04, 2024 |
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#101 Building Careers in Business Consulting w/ Bruce Ballengee, Founder, Pariveda Solutions
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Feb 27, 2024 |
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#100 A Swig of Business Success w/ Nicole Tanner, Founder, Swig
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Jan 24, 2024 |
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#99 The Data Behind Business Success w/ Michael Katz, CEO & Co-Founder, mParticle Inc
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Jan 17, 2024 |
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#98 Pavers Series: Building Pavements with Second Chances w/ Keith L. Callaway Sr., President & CEO, K&L Industries
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Jan 10, 2024 |
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#97 The Journey to Creating An Industry w/ Glen Meakem, Founder & CEO, Forever, Inc.
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Jan 03, 2024 |
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#96 36-Year-Old CEO Inspires World-Class Businesses to Record Growth w/ Austin Rabine, CEO, Rabine Group
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Dec 27, 2023 |
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#95 Pavers Series: Elevating the Paving Business w/ Nick Small, Founder & CEO, U.S. Pave™
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Dec 18, 2023 |
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#94 E-commerce, Leadership, and Growth w/ Arman Taheri, Co-Founder, TalentPop
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Dec 11, 2023 |
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#93 The Future Of Broadcasting: Insights From A Tech Maverick w/ Srinivasan KA, Co-Founder, Amagi
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Dec 05, 2023 |
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#92 Cuban Refugee to Real Estate Mogul w/ Mayi de la Vega, CEO & Founder, ONE Sotheby's
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Nov 14, 2023 |
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#91 Paving the Rabine Road To A Billion w/ Gary Rabine, Founder, Rabine Group
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Nov 10, 2023 |
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#90 World Class Technology + World Class Blue Collar Brand = Vision to A Billion Dollar Value! w/ Gary Rabine, Founder, Rabine Group
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Nov 09, 2023 |
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#89 Milestones in Franchising w/ Greg Muzzillo, Founder, Proforma
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Sep 07, 2023 |
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#88 Advancing Medical Breakthroughs w/ Michelle Longmire, Co-Founder and CEO, Medable
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Aug 30, 2023 |
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#87 Approaching Mental Health Conversations With Care w/ Vince Hafeli, President, Ajax Paving Industries
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Aug 23, 2023 |
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#86 The Symbiotic Relationship with Franchisees w/ Sadie Lincoln, Co-Founder & CEO, barre3
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Aug 12, 2023 |
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#85 Innovate or Stagnate: The Imperative for Business Survival w/ Ryan Sitton, Founder & CEO, Pinnacle
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Jul 21, 2023 |
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#84 Adapting to Uncertainty: Navigating Sales Challenges Amidst a Global Crisis w/ Scott Scully, Founder & CEO, Abstrakt Marketing Group
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Jun 30, 2023 |
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#83 The Power of Customer Engagement And Learning w/ Fardad Zabetian, Co-Founder & CEO, Kudo
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Jun 27, 2023 |
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#82 The Myth of Early Retirement w/ Nick Friedman, Co-Founder, College HUNKS Hauling Junk
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Jun 14, 2023 |
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#81 Mop Bucket Attitude In The Workplace w/ Adam Harris, CEO, Cloudbeds
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Jun 07, 2023 |
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#80 The Importance of Regularly Discussing Core Values w/ Dr. Ivan Misner - Founder of BNI
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May 25, 2023 |
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#78 Feedback as a Core Value w/ Jeffrey Terry, CEO of GE HealthCare Command Centers
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May 12, 2023 |
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#77 The Importance of CEO Outreach In Shaping The Media Narrative w/ Greg Galant, CEO of Muck Rack
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May 04, 2023 |
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#76 The True Test of Leadership w/ Jack Hammond, U.S. Army Brigadier General (Retired)
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Apr 30, 2023 |
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#75 The Importance of Having An Execution Team for Your Vision w/ Joe Riley, Founder & CEO at Patriot Family Homes
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Apr 23, 2023 |
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#74 Building Your Business To Grow Without You w/ Rupesh Sanghavi, Founder & CEO of Ergode
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Apr 10, 2023 |
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#73 Optimistic Inspiration = Successful Leadership w/ Tom Ryan, Founder and CEO of ICR (Integrated Corporate Relations)
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Mar 31, 2023 |
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#72 Fear of Failure: Not an Option as a Fighter Pilot or Entrepreneur w/ Jeff Frient, Partner at Blue Marlin Partners, LLC
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Mar 23, 2023 |
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#71 Relationships Rule w/ Jay Laabs, CEO of Spaulding Ridge
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Mar 16, 2023 |
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#70 Inspiring Well Can Only Happen When You Hire Well w/ Matthew Massucci, Founder And CEO of Hirewell
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Mar 08, 2023 |
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#69 Life, Leadership, and the Road to a Billion Dollar Brand w/ Gary Rabine | Founder of Rabine Group
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Mar 01, 2023 |
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#68 Unlocking the Extreme Value of Veterans in Business w/ Lee Kirby, Chairman & Co-Founder of Salute Mission Critical
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Feb 23, 2023 |
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#67 The Life of a Pathological Entrepreneur w/ Scott Painter | Founder and CEO of Autonomy
|
Feb 14, 2023 |
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#66 Multiple WAZE To Disruptive Innovation w/ Uri Levine, Co-Founder of Waze
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Jan 31, 2023 |
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#65 The Fabric of American Entrepreneurship w/ Dean Wegner - CEO at Authentically American
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Jan 02, 2023 |
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#64 Gary RABINE Post Governors Run, New DDCEO Patriots Series w/Gary Rabine, Founder of Rabine Group
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Dec 14, 2022 |
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#63 "Servant Leadership at the Highest Level": Great People Aspire To Serve But Few Have EVER Served Like This w/ Major General John Borling, Founder and Chairman, Service over Self America
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Nov 11, 2022 |
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#62 Business & Politics - Obsess Over Your Customer & Win! w/ Phillip Stutts - Founder/CEO at Win BIG Media
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Aug 17, 2021 |
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#61 Entrepreneurial Vision Casting w/ Pastor Corey Brooks, Senior Pastor, Social Change Champion and CEO, ProjectHOOD
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Aug 05, 2021 |
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#60 - The Road to $1 Billion w/ Rob Wilson - President, The Wilson Companies / Employco USA, Inc.
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May 03, 2021 |
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#59 Builder/Developer/Entrepreneur, Write your own Story, w/ Charles Hall - Founder and CEO of Charles Hall Construction, LLC
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Mar 29, 2021 |
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#58 Learning, Earning, Serving, 3 Parts of a Life Worth Living w/ Jeff Wald - Founder, WorkMarket
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Mar 15, 2021 |
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#57 The King Maker’s Mindset w/ Mike Berland - Founder and CEO of Decode_M
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Feb 15, 2021 |
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#56 Explosive Growth of Virtual Assistants w/ John Jonas - Founder of OnlineJobs.ph
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Jan 25, 2021 |
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#55 Boot Strapping Champion of Fashion w/ Brian Spaly - Founder of Trunk Club
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Jan 19, 2021 |
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#54 Investing in Change w/ Erik Weir, Principal at WCM Global Wealth
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Jan 11, 2021 |
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#53 Conscious Leadership w/ Eva Helene Yazhari - Co-Founder and CEO, Beyond Capital
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Jan 04, 2021 |
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#52 Three Elements to Success w/ Dean Vicha - President of NationaLease
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Dec 28, 2020 |
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#51 Building Athletico w/ Mark Kaufman - Founder and Executive Chairman of Athletico Physical Therapy
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Oct 26, 2020 |
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#50 Honest to Greatness w/ Peter Kozodoy - Author, TEDx Speaker, and CEO of Stradeso
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Oct 12, 2020 |
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#49 Business Growth in the Time of COVID-19 w/ PJ Taei - President and Founder of Uscreen
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Sep 28, 2020 |
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#48 Only the Paranoid Survive w/ Raj Gupta - Executive Chairman of ESD
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Sep 14, 2020 |
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#47 Impact Investing w/ Eva Yazhari - CEO of Beyond Capital
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Aug 31, 2020 |
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#46 Mask-Free: The Foolproof Authenticity Model w/Michael Brody-Waite, Author and Motivational Speaker
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Aug 18, 2020 |
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#45 Flaunt Your Flaws w/ Chris Joyce, Gusher Founder
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Aug 04, 2020 |
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#44 Reverse Engineering Moonshot Goals w/ Ann Hiatt, Executive Business Partner to Jeff Bezos and Eric Schmidt
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Jul 21, 2020 |
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#43 Core Values Are Not Negotiable w/ Brent Brodeski, CEO of Savant
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Jul 07, 2020 |
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#42 Build a Network to Defeat a Network w/ Anthony “Ozzie” Giglio, CEO/Dealer Principal of Windy City Motorcycle Company
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Jun 23, 2020 |
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#41 A Great Entrepreneur's Principals for Closing the Racial Income Gap w/ Robert Blackwell Jr, Founder of Quant16
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Jun 09, 2020 |
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#40 Be Worth More Than You’re Paid w/ Dan Porcaro, Biz Strategy Expert
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May 26, 2020 |
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#39 Culture = Who You Hire, Fire, & Reward w/ Marc Randolph, Netflix Co-Founder
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May 12, 2020 |
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#38 Champion of Remote Connectivity w/ David Hassell, Super-Connector & Maverick CEO of 15five
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Apr 28, 2020 |
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#37 Maximizing the Value of a CEO With Exceptional Mentoring w/ Bonnie Low-Kramen, Founder and CEO of Ultimate Assistant Training
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Apr 16, 2020 |
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#36 Be the Best in the World at Anything, and You’ll Never Go Broke w/ Robert Blackwell Jr, Founder of Quant16
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Mar 31, 2020 |
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#35 Virtual Reality, the Future Is Now in Business Skills Training w/ Steve Grubbs, Serial Entrepreneur & VR Rockstar
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Mar 17, 2020 |
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#34 Cultivating a Common Sense Culture w/ Scott Robinson, Registered Corporate Coach™
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Mar 03, 2020 |
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#33 Birth Date — Death Date. Your Dash Is Most Important w/ Bruce Leon, Founder and CEO of Tandem HR
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Feb 18, 2020 |
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#32 "Grease Cleaner CEO" w/ Michael Crafton, President and CEO of Nelbud Services Group
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Feb 04, 2020 |
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#31 Big Problems Require Bigger Vision w/ Sylvie Légère, President of the Policy Circle
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Jan 21, 2020 |
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#30 Rocking the Recession w/ Jonathan Slain, Recession Expert
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Nov 18, 2019 |
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#29 Part 2 - Outside of What Box? w/ Kent Emmons, All-American Businessman and Entrepreneur
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Nov 04, 2019 |
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#29 Part 1 - Outside of What Box? w/ Kent Emmons, All-American Businessman and Entrepreneur
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Oct 28, 2019 |
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#28 India, Cancer Fighting & a "Respect All, Fear None" Culture w/ Gary, Host
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Oct 07, 2019 |
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#27 Part 2 - Success in Site, w/ Austin Rabine, Founder of Site
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Sep 30, 2019 |
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#27 Part 1 - Success in Site, w/ Austin Rabine, Founder of SITE
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Sep 23, 2019 |
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#26 Part 2 - Building NCSA & the College Scholarship Industry, w/ Chris Krause
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Aug 12, 2019 |
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#26 Part 1 - Building NCSA & the College Scholarship Industry w/ Chris Krause
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Aug 05, 2019 |
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#25 Part 2 - Achieving a 4% Employee Turnover Rate in a 50% Turnover Industry w/ Tom Walter, Founder of Tasty Catering
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Jul 15, 2019 |
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#25 Part 1 - Champion Culture Retains Top Performers - the Tasty Catering Way w/ Tom Walter, Founder of Tasty Catering
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Jul 08, 2019 |
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#24 Part 2 - Curing the Incurable , w/ Dr. Roberto Trujillo, Chairman & CEO of Trucytonics Institute & Neurocytonix, Inc
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Jun 17, 2019 |
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#24 Part 1 - Curing the Incurable w/ Dr. Roberto Trujillo, Chairman & CEO of Trucytonics Institute & Neurocytonix, Inc
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Jun 12, 2019 |
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#23 It’s Always About the People w/ Scott Mordell, CEO of Ypo Global
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May 29, 2019 |
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#22 Throwback: "The Story of the Ditch Digger CEO" Interview w/ Gary Rabine, Host
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May 06, 2019 |
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#21 Venezuelan Immigrant to American Tech Titan w/ Jose Vargas, Entrepreneur and Investor
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Apr 22, 2019 |
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#20 Vietnamese Refugee to American Soldier to Servant-Entrepreneur w/ Francis Q. Hoang, Entrepreneur
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Apr 21, 2019 |
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#19 The #1 Best Place to Work w/ Barry Schlouch, Co-Founder & President of Schlouch Inc
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Apr 21, 2019 |
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#18 Road to a Billion Dollar Valuation and a 007 Like Car Collection w/ Stéphane Rambaud
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Mar 18, 2019 |
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#17 Three Generations of Rock & Roll and Raynor Doors, w/ Ray H. Neisewander III, Chairman and CEO for Raynor Worldwide, Inc
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Mar 11, 2019 |
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#16 Achieving Sales of $130M Through Focusing on Niches w/ Sam Mcbride, COO of RXBAR
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Mar 04, 2019 |
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#15 From $4 Caddy to Stock Market Wizard w/ Tony Saliba, CEO at Matrix Holding Group
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Feb 25, 2019 |
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#14 NYPD Leader at Ground Zero 9/11 and Chicago PD, Next Step Chicago Mayor w/ Garry Mccarthy
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Feb 04, 2019 |
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#13 Turning Points Into Action w/ Charlie Kirk, Founder of Turning Point USA
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Feb 01, 2019 |
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#12 Leadership to $9M Won’t Be the Same as Leadership to $50M w/ Ryan Daube, Co-Founder of AFN Logistics
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Jan 14, 2019 |
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#11 Family Co-Founded the Chicago Bears Leading Zeman Homes to National Success w/ Ed Zeman, Chairman of Zeman Homes, Inc
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Jan 07, 2019 |
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#10 Passion & Innovation = 1,000% Growth in 4 Years w/ Nick Mathey, CEO and Founder of Pipe View America
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Dec 23, 2018 |
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#9 Working Hard Is Like a Cheat Code for Life w/ Bill Ryan, Founder and CEO of William Ryan Homes
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Dec 16, 2018 |
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#8 Built to Last, 110 Years of Innovation w/ Paul Darley, CEO & President of W.S. Darley & Co
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Dec 11, 2018 |
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#7 How to Grow From $1M to $100M in 5 Years w/ Shelly Sun, CEO and Founder of Brightstar Group Holdings, Inc
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Nov 30, 2018 |
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#6 Manure Mucker to 5th Largest IPO in US History w/ Dennis Barsema, President & CEO of Redback Networks
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Nov 23, 2018 |
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#5 Thriving in a Male-Dominated Field w/ Ronda Shrewsbury Weybright, President & Owner
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Nov 16, 2018 |
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#4 Founding Redbox + Building Culture at Halo Investing w/ Biju Kulathakal, Entrepreneur & Angel Investor
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Nov 09, 2018 |
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#3 Soldier to Global Entrepreneur w/ John Deblasio, Global Entrepreneur & Philanthropist
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Nov 04, 2018 |
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#2 Freaky Fast Success w/ Jimmy John, Founder of Jimmy John's Sandwiches Chain
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Oct 28, 2018 |
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#1 The Story of the Ditch Digger CEO Interview w/ Gary Rabine, Host
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Oct 26, 2018 |