
Eric Winegard
CEO and founder of Rare Blue Moon Marketing, a digital marketing agency he scaled from startup to an eight-figure business in 3 years after leaving a 17-year corporate VP role.
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Jul 13, 2026
From Navy Discipline to $18M Entrepreneur in 3 Years | Eric Winegard
28:55
29:04

Eric WinegardGUEST
So the last year I was at that company, CGI, I, I actually had a discussion with the CEO and I said, "Hey, you know, I don't really wanna be in management anymore.

Eric WinegardGUEST
I think it's obvious." I, I said, "I, I'm looking at other things." I said, "I'd be happy to be a 1099 salesperson for until whatever." And, you know, obviously he was a little disappointed, but said, "No, no worries, Eric.
J
34:14Justin ColbyHOST
What are most business owners/founders, what are the biggest mistakes that you see them making when it comes to content?
From Navy Discipline to $18M Entrepreneur in 3 Years | Eric Winegard
33:17
33:26
33:39

Eric WinegardGUEST
So the last year I was at that company, CGI, I, I actually had a discussion with the CEO and I said, "Hey, you know, I don't really wanna be in management anymore.

Eric WinegardGUEST
I think it's obvious." I, I said, "I, I'm looking at other things." I said, "I'd be happy to be a 1099 salesperson for, until whatever." And, you know, obviously he was a little disappointed but said, "No, no worries, Eric, whatever you want.

Eric WinegardGUEST
Like, whatever you want in your life." That was the first-- I did that on purpose because the first time in my life I didn't have a big salary.
18 MINS LATER