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Updated about 2 years ago on . Most recent reply

My Next Investment Strategy in Chicago, IL (Military Veteran Ideas Welcome)
I am looking to identify my next investment strategy to acquire another 3 or 4-unit property. I would like thoughts on what makes sense based on my situation.
Current Properties:
1.) 4-unit purchase in 2021 using my VA loan. Benefit is all used up on $550K property. Cash Flow is $1,500 Monthly. Property in McKinley Park
2.) 4-unit purchase in 2022. Using FHA. 4-unit in Bronzeville, two blocks from Hydepark area. Purchased for $740K. Cash Flow $500 monthly.
3.) 3-unit in Woodlawn. Purchased with a business partner in March 2019. Property in business partner's name. $500 monthly Cash Flow. Most likely a good amount of appreciation.
My Situation:
- My location is Chicago, IL
- I work 9-5 in the Tech industry
- Military Veteran
- Strategy is Buy and hold in up-and-coming neighborhoods.
- Currently planning for a wedding occurring early in 2023, so paused on any major purchase with my cash.
My initial Idea:
- Use a Navy Federal mortgage program to (0$ downpayment and no PMI benefits) purchase a Primary residence single-family home in early 2024. Rent out some of the rooms.
- Purchase a 3 or 4-unit in my partners name using FHA, after the wedding in mid 2024
- Any creative ideas?????
Most Popular Reply

- Real Estate Broker
- 3412 S. Harlem Avenue Riverside, IL 60546
- 5,082
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@Quincy Mingo congratulations on your success thus far! That is really impressive that you have found that many deals that quickly.
I used to work for the Navy Federal in the Great Lakes Naval Training Center. I would make sure they will allow you to use that 0% down loan even though you own other real estate. They were really, really conservative and have a lot of restrictions that other lenders might not have. Also, the mortgage officers are essentially just tellers who got some training. At least when I was there, they didn't pay us to originate mortgages so there wasn't that same incentive to master the craft as you will get from a broker. Make sure you ask a LOT of questions before you go to far down that road.
Why not figure out a way to reload that VA loan? You can cash out refinance and use it again if you have enough equity. @Alejandro Calixto has pulled that one off I know, and he used @Joshua Jones to help him on the loans.