BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

On the other hand, sometimes fame and celebrity can get somebody singled out to be harassed when they would not possibly have been at had they not been a high profile individual..

I made a few thousand less than expected but I figure that's just the cost of doing business sometimes.Based on my experience I wouldn't let the remote possibility that a homeowner might go into greed mode dissuade you from doing these deals.

You can put a "bed in a bag" in a closet somewhere.The only other possible option would be a Murphy bed. 

It is not only possible but it is scale-able. 

So rather than overemphasizing WHICH market to chose, emphasize finding the right mentor/coach/team because it is possible to fail in a good investment market when you do not know what you are doing and to succeed in a more challenging market when you do know what you are doing. 

Eventually, I am looking to possibly expand to larger commercial properties with 5+ units. 

We have renters there now and they cover the mortgage with a bit of cash flow ($100/month), but the property is going to need some more major updates (windows, roof, HVAC, siding) within the next 5 years as they are starting to be at the end of their useful lives.We would like to pay off our primary residence as quickly as possible to “free us” from mortgage payments on our primary residence.My questions are below:1.

Since generally the benefit of a house hack is to hold the primary residence loan as long as possible, if you hold it long-term, you could still be forced to pay the mortgage insurance 10+ years down the line.Plus, you can only have one FHA loan (with some exceptions) at a time, so I'd rather use this house hack for 5% down which I can repeat and save FHA for another time. 

I like to keep things as simple as possible, but I was excited to dig into this one because knowledge is power, and the better we understand these things, the more we can use them to our advantage in real estate.So here’s what’s happening—your CPA is basically saying you’re already showing a loss on your taxes because of all the expenses that came with closing, insurance, HOA fees, etc.