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Ditch Digger CEO with Gary Rabine

67 EpisodesProduced by Gary RabineWebsite

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 star… read more


#60 - The Road to $1 Billion w/ Rob Wilson - President, The Wilson Companies / Employco USA, Inc.

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. During the pandemic, Employco led more than 35 webinars on PPP loans and assisted more than 300 clients in applying for funds and loan forgiveness.  In 2015, Employco USA was recognized in Inc Magazine as one of the fastest growing companies in America.  This year, Employco proudly celebrated 25 years of outstanding service.

Rob is a high-energy leader and an ambitious entrepreneur. He’s frequently interviewed by news publications, and is a sought-after public speaker. He’s been quoted by Fox News, Wall Street Journal, NBC, Forbes, USA Today, Reuter’s, Newsday, CNBC, Chicago Tribune, Crain’s Chicago Business, and WGN Television. Rob was recognized by Crain’s Chicago Business on their 2021 list of Notable Leaders in HR. He’s also been honored as a finalist for both Ernst & Young (Entrepreneur of the Year competition), and Business Ledger Magazine (Today’s Young Executive competition).  


Twitter: @employco 


Check out for this week's TOP 8 Business Growth strategies and subscribe to our newsletter to download Gary’s 13 Keys to Creating a Multi-Million Dollar Business.

Follow us on Instagram @DitchDiggerCEO for more helpful Business Growth tips.

Our goal is to inspire everyone to start their own business and help you grow it to millions or even billions in value so if you feel any benefit from this episode please let us know by leaving an iTunes review, sharing this episode on social media and emailing a link to anyone you think would also find benefit here. Thank you. 

02:30 Start

03:35 Getting to know Rob Wilson  

09:00 Rob Wilson’s family  

13:35 Starting his first company 

15:30 Working with his dad  

18:35 Business niches  

21:00 Expanding the insurance and consulting business  

24:50 The risk in taking risks  

28:45 Going through recessions and setbacks 

37:30 A look at how COVID affected businesses and their States’ response 

48:40 A look back at the growth of Rob’s company  

51:30 Becoming friends with customers 

54:30 Holding people accountable to your core values 

58:20 Rob’s vision  

1:04:35 Rob’s executive coach 

1:11:00 Rob’s family life  

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