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Updated over 8 years ago on . Most recent reply

Lessons from 2007-2009
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2007 was the year that the market probably peaked in my area, DFW. I refinanced my own home with cash out that year, probably just in time, because there wasn't much cash out available for years after that. Used the cash to buy a rental.
In 2008 the real estate market hit the wall, especially mortgages. It seemed like a good time to buy, so I started educating myself and shopping. In August I bought an office building with a Chase loan. In retrospect, I'm surprised I got that loan, it was key to my getting started seriously.
By the end of 2008 I was reading a lot on RE investing and I discovered BiggerPockets. Probably spent a couple hundred hours on BP in 2009.
By early 2009 the market has declined even further and I was determined to buy and hold. I didn't have much cash at that point, but I had a pretty good relationship with a private money lender Using loans from him, and from a couple of other individuals, I bought 16 HUD foreclosures over the following year.
I would typically pay about 25K, and fix them for 10K, and rent them for $800 to $900. Rents have steadily grown since then, though I've sold most of them off. I have four left at the moment and they rent for an average of $1150. I have one under contract to sell for $95k. I paid $32k for it in 2009.
Many lessons, but I think the one that really stuck with me is be prepared for a downturn. Have dry powder to be prepared to buy when the blood is in the streets. It's a hard discipline to build up cash when you can get a much better return actually invested. Even so, pay close attention to the signs and be ready to change strategy quickly if necessary.