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EntreLeadership · 2026-04-15 · 9 min · 1,492 words

Should I Leave My $500,000 Job for My Side Hustles?

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From the headquarters of Ramsey Solutions, this is Entree Leadership. I'm your host, Dave Ramsey, with over 30 years of experience leading in the trenches right alongside you. If you've got a question for the show, go ahead and click the link in the description. We're glad you're here. All right, Jeff is with us in Kansas City.

Hi, Jeff, how are you? Doing well, sir. How are you doing? Better than I deserve. How can I help?

Uh well, one, appreciate the opportunity to speak with you, um, diving right into it. I am own a couple of businesses and I am looking at when is it the right time to exit my W-2 to focus on those businesses. Uh, right now I'm in technology sales and I my W 2 income is between $250,000 to $500,000 a year. And then my wife and I have a one and a half and a three-year-old. My wife runs business number one, which is an event rental company.

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