He Quit His Day Job by Doing This | Cory Jacobson

About this episode

Cory Jacobson shares his journey of leaving his day job to pursue full-time entrepreneurship in real estate, discussing challenges and strategies along the way.

Today’s episode is a long-overdue follow-up with Cory Jacobson of The Wealth Juice Podcast . Four years ago, Cory and his business partner Ryan joined us while still working their day jobs, building a real estate portfolio on the side, and documenting every step of the journey. A lot has changed since then. Cory has since left his W-2 behind, grown the portfolio to 80-90 units, become a licensed real estate agent, and launched a mentorship program helping others buy their first and second investment properties. He’s also gotten engaged and is navigating the realities of full-time entrepreneurship for the first time. In this episode, Cory shares the honest income journey since quitting — including a tough first year and why he’s projecting a much bigger 2026. You’ll also hear his tactical take on managing lumpy self-employment income, how he still finds deals that hit the 1% rule, and why he believes the “you missed the window” crowd has it all wrong. Whether you’re still in your W-2 grinding toward your first property or trying to figure out how to make the leap, Cory’s story is a great reminder that the timeline is long and that…

People in this episode

Hosts: Cody Berman, Justin Taylor

Guest: Cory Jacobson

Topics covered

• real estate
• entrepreneurship
• investment strategies
• self-employment
• income management
• mentorship

Keywords

• real estate portfolio
• self-employment income
• investment properties
• entrepreneurship journey
• 1% rule
• mentorship program
• income projection

Mentioned in this episode

Organizations: The Wealth Juice Podcast, Wealth Juice, Wealth Juice Mentorship Program, Wealth Juice Instagram, Wealth Juice YouTube

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