Charles “Chuck” Anderson is a man who has spent his life in the arena. Born in Ashland, Kentucky, Chuck carries over 43 years of leadership experience directing organizations from 400 to over 21,000 personnel. As an Air Defense Artillery officer who served across six Army divisions, he became the first and only officer from that branch to command a U.S. Army division and retired as a Major General. His career embodies the spirit of Roosevelt’s words: “the credit belongs to the man who is actually in the arena… whose face is marred by dust and sweat and blood.” Chuck’s leadership extends far beyond the military. In the private sector, he has coordinated global operations in training, security, engineering, enterprise IT, aviation, medical services, and logistics. With more than a decade of P&L leadership, he ultimately served as President of PAE—overseeing 21,000 employees across 72 countries and supporting clients such as the DoD, NASA, FEMA, and the Department of Commerce.

Today, Chuck brings his combined military and business experience to Bernhard Capital Partners, where he is helping build a government services platform capable of solving some of the nation’s most complex challenges. From Afghanistan to Iraq, from Wall Street to the federal government, his leadership has been marked by humility, moral courage, and a consistent truth: his “audio matches his video.” Chuck Anderson is not a man who speaks of effort—he is the one who puts himself on the line, again and again, daring greatly. And in our conversation, he reflects on a life spent in the arena and the lessons forged through devotion, discipline, and the unrelenting pursuit of a worthy cause.

Chapters:

0:00 The Man In The Arena

2:05 The Arena

4:03 Inflection Points

13:39 Squint With Your Ears

20:02 Effort vs. Outcome

24:31Humility

30:41 Preparation

33:09 The Role Of A Parent

41:57 Life Or Death Situation

46:35 Life Changing Conversation

50:32 Am I In The Arena?

51:12 Find Other Spartans

57:19 Future Leaders

59:14 The Big Eight

Thank you to our sponsors:

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