When the kids had health problems (my brother broke his arm, my sister had a severe allergic reaction), he failed to pay the ensuing medical bills. 

And in my experience, it costs more to "wooooo" the ladies when you are out of school with a decent job than when you are in school and a broke college kid :)

I had Facebook messaged a girl I thought might be related to the seller, in an effort to reach the seller.

Now a married homeowner, with an 8 month old baby girl, and a small bit of money in the bank.

My philosophy is don't get greedy and no one ever went broke from taking a profit.  

Save up your money another downturn is coming.Automation and the internet are gonna kill a lot of jobs and entire industries, A lot of people are entirely dependent upon their stock market 401K or pensions (Some of the funds will never be able to pay up) for their income, the country is $20 Trillion in debt and no one can agree on anything, the healthcare system is in a state of complete debacle, we have recently seen 3 major disasters hit our soil (Houston, Florida and Puerto Rico - Puerto Rico was already broke and now they need more money because they are even more broke than they were before) - Our government and most of it's people are still operating on an economic system which was designed 90 years ago (3 generations) which will no longer function as we go forward -  Interest rates have to go up eventually which means more expensive money, Let's not forget the tax thing (We had a 94% income tax rate and they confiscated gold during the great depression)  etc, etc, fill in the blankNow I don't want to be a Negative Nancy or a Debbie Downer but someone has to survive the next downturn to pick up the pieces.

Also what if, my girl friend (which we are planning on get married in 2 years) buys the property under her name and sell it for market price.

(broke off doors, windows).

Using all of your available cash to invest in real estate is a good way to end up broke.

-The boiler breaks down and the building could freeze, costing me thousands (I've stayed up almost all night with a newer boiler that broke down with no parts available) .