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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.

Podcast · By Gary Rabine · English · Official site

Indexed episodes, last 90 days
4
Latest publication
Sep 7, 2026
Audience
Checking…
Earliest in this view
Jul 6, 2026

Latest episodes

  1. Episode · Sep 7, 2026

    #135 Everything is Figureoutable w/ Jennifer Davis for Congress (opens the original)

    Episode notes · Positive tone

    Read excerpt

    Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Jennifer Davis is a technology entrepreneur, trade industry pioneer, and candidate running for Illinois’s 8th Congressional District. Starting at just 17 years old alongside her husband Dan, Jennifer co-founded Davisware—a field service technology company that revolutionized logistics, dispatching, and backend accounting for commercial HVAC, food equipment, and petroleum service industries. R

  2. Episode · Aug 17, 2026

    #134 Can Business Leaders Turn This State Around? w/ Darren Bailey and Aaron Del Mar for Illinois (opens the original)

    Episode notes · Neutral tone

    Read excerpt

    Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Darren Bailey and Aaron Del Mar are entrepreneurs, business builders, and candidates running for Governor and Lieutenant Governor. Darren, a third-generation farmer, trucker, and excavator operator from Southern Illinois, built his operations alongside his family through hard work, accountability, and grit. Aaron, who started as a solo entrepreneur on the North Side of Chicago, scaled his eve

  3. Episode · Aug 3, 2026

    #133 How World Series Champions Build High-Performance Culture w/ Trent Clark, Coach, CEO at Athletic Influencer Marketing (opens the original)

    Episode notes · Positive tone

    Read excerpt

    Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Trent Clark is a 3x World Series coach, serial entrepreneur, keynote speaker, and CEO coach who spent over 12 years coaching at the highest levels of Major League Baseball—winning World Series rings with the 1997 Florida Marlins and the 2002 Los Angeles Angels. Today, as the Founder and CEO of Leadership365 and host of the Winners Find Ways podcast, Trent works with high-growth founders, exec

  4. Episode · Jul 6, 2026

    #132 Think in Centuries, Not Quarters w/ Tim Schmalz, Sculptor (opens the original)

    Episode notes · Positive tone

    Read excerpt

    Download Gary’s 13 Keys to Creating a Multi-Million Dollar Business from https://www.DitchDiggerCEO.com/ Timothy Schmalz is one of the world's most renowned contemporary sculptors, whose monumental bronze works can be found in churches, cathedrals, public spaces, and pilgrimage sites across the globe. Best known for iconic sculptures such as Homeless Jesus , Angels Unawares , and Let the Oppressed Go Free , Tim has dedicated his career to creating art that inspires reflection, compassion, and fa

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