Making $10,000/Month Cash Flow from 5 Rental Properties in Just 5 Years

Real Estate Rookie

BiggerPockets

Entrepreneurship, Education, Investing, Business, How To

4.7 • 1.8K Ratings

🗓️ 11 May 2026

⏱️ 50 minutes

🔗️ Recording | iTunes | RSS

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Summary

Had enough of the nine-to-five grind? Then it’s time to start engineering your exit with assets that will give you more time, flexibility, and financial freedom: rental properties. Today’s guest will show you how to replace your salary with cash flow and finally start living on your terms! Welcome back to the Real Estate Rookie podcast! Jamie Trickett had the cozy, corner-office job most people dream of, but it wasn’t enough. With a three-hour daily commute on top of a 40+ hour workweek, she had very little time left for her boys. Something had to give. So, Jamie took a leap of faith and bought her first rental property. What was initially intended as a retirement asset quickly evolved into another steady income stream. Just two years later, she quit her W-2 job to go all-in on real estate investing and has stacked five rental properties in five years. Jamie hasn’t just scaled to $10,000 in monthly cash flow. She’s also saved six figures in taxes through cost segregation studies and other overlooked tax deductions. You don’t need dozens of rentals to do what Jamie’s doing. Stay tuned to learn how YOU can copy her success with a “small and mighty” portfolio! In This Episode We Cover How Jamie quit her job with a “small and mighty” real estate portfolio Making $10,000 in monthly cash flow with just five rental properties Replacing your W2 income with rental property cash flow How to save thousands in taxes with a cost segregation study Building a real estate business that gives you control of your time How to stop “shiny object syndrome” from derailing your investing goals And So Much More! Check out more resources from this show on ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠BiggerPockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ and ⁠⁠⁠⁠⁠⁠⁠⁠h⁠t⁠⁠tps://www.biggerpockets.com/blog/rookie-716⁠. Interested in learning more about today’s sponsors or becoming a BiggerPockets partner yourself? Email ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠advertise@biggerpockets.com⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠. Learn more about your ad choices. Visit megaphone.fm/adchoices

Transcript

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0:00.0	She ran product for a Wall Street trading platform, six figures, corner office career, the kind of job your parents brag about.
0:07.8	But every day, she spent three hours in a car, and by the time she walked through the door, her boys were already in bed.
0:14.4	Then she did the math on something that had nothing to do with finance.
0:18.0	She only gets 18 summers with her kids before they leave.
0:22.2	She'd already burned through several of them. This is going to make me cry.
0:26.7	Today's guest, Jamie Trickett, walked away from the financial service industry and replaced her
0:30.6	income with just five rental properties. Five. And today she's breaking down exactly how she
0:35.3	structured that portfolio, why she mixes both
0:37.9	short-term and long-term rentals and what her product management brain taught her about running
0:43.1	a real estate portfolio like a business.
0:45.4	So if you've ever wondered how a small but minded portfolio can help you walk away from
0:50.3	your day job.
0:51.3	This is your business.
1:00.2	This is the Real Estate Rookie Podcast. I'm Ashley Care.
1:04.4	And I'm Tony J. Robinson. Let's give a big warm welcome to Jamie. Jamie, thank you for joining us on the podcast today. Thank you guys so much for having me. It is a huge honor to be here with
1:09.2	you both, huge fan, and I probably listen to
1:12.1	every single podcast you've put out, maybe some multiple times. And now you get to get back
1:17.4	to the rookie audience, which is like our favorite type of guests is the people who come back
1:20.7	and make it full circle. Well, Jamie, we are so excited to have you also. So let's start kind of at
1:26.6	the beginning here. You were head of product management
1:30.0	for a trading platform. You had a senior title, strong income and a career most people would
1:35.3	never walk away from. But paint the picture of what life was actually like, like let's say on a Tuesday
	...

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