Your first job will be in engineering (with a sprinkling of Real Estate).  

I have had to remove the sprinkled timer box outside because they notoriously love to turn off the water, therefore I can drive by and turn it back on or put a lock on the timer box.The alarm system is there for their use, but they must put in their name for monitoring. 

But it does not matter how hard you try to convince someone that all the holes will be patched, the sawdust will be swept up, and that lavender bedroom is going to be the same neutral color as the rest of the house.

Sprinkle in some great appreciation we took advantage of and it snowballed. 

But, many of the rainy days are sprinkles or showers, especially in the spring and fall and even commonly in the rainy winters.

We saw little piles of "sawdust" and dropped wings.  

I don't say that to brag, only that it can be done. 10 random sprinkled about homes is hard.

I had similar goals when I started exploring various crowdfunding and alternative investment options a few years ago (though I also wanted to sprinkle in some more speculative angel/venture investments), and ultimately ended up making investments in more than a dozen different platforms across a fairly wide spectrum of asset classes.To the extent you want to make Real Estate a big piece of the Alternatives portion of your portfolio (and if you're looking for income, then that makes a ton of sense), @Ian Ippolito's site is a fantastic resource to help you with your due diligence.While some flavors of equity crowdfunding may not meet your income goals, there's a growing selection of offerings around business financing like revenue shares, receivables financing, and litigation financing as well that may be worth considering.

Sprinkle in a lot of reading on BP and you'll save a ton of money plus you'll probably gain better knowledge.The offer you've outlined screams caveat emptor (The princple that the buyer alone is responsible for checking the quality and suitability of goods bfore a purchase is made) aka buyer BEWARE!

I would also sprinkle some money management titles in there from Robert Kiyosaki or Dave Ramsey.