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Service Academy Business Mastermind


Oct 15, 2021

“What would you do if you knew you would not fail? Fail as many times as you need to be successful. You only fail when you quit.” - Randy Wimmer (USNA ‘91)

We’re so excited to have Randy Wimmer (USNA ‘91) on the SABM podcast today.  After 10 years of active duty military service, Randy launched his first Federal Government contracting company from his home after his kids went to bed and later sold it for 8-figures. With nearly thirty years either in or supporting the Federal Government, Randy is the ultimate “industry insider,” having owned multiple successful contracting companies. In 2018, he launched the Government Contracting Academy to mentor, coach and train aspiring entrepreneurs to achieve financial success in the Federal Government contracting market.

In this episode, we discuss:

  • What led Randy into the government contracting industry
  • Why Randy launched the Government Contacting Academy
  • How the Government Contracting Academy works
  • What makes military veterans the most highly qualified individuals for government contracting work
  • How the $3.5 trillion reconciliation package will impact government contracting

We also discuss how a career in government contracting can begin as a successful side hustle, why quitting your day job isn’t always necessary or advisable when getting started, why government contract work is a long term commitment rather than a get rich quick scheme, and the value of learning how to pace yourself. 

Randy also shares how he navigated the transition from an active duty military service member to a self-employed government contractor and reveals valuable lessons he learned along the way. We could talk to Randy for hours! His advice is timely, relevant and practical and we hope it inspires you to get your line in the water of government contracting.

Randy is offering a Government Contracting Academy services discount to all SABM-ers! It’s a generous offer and we encourage you to make the most of this exciting opportunity.

Connect with Randy: 

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Special thanks to Randy for joining me this week. Until next time!

– Scott Mackes, USNA ’01