Learn the eviction procedure for your area, perhaps contact a lawyer in the field to help you with this one, and get the fraudster you're currently housing out on the sidewalk to sleep in a cardboard box where they belong.You're going to lose plenty of money here, but this will never happen to you again, and you can minimize your losses if you move as quickly as possible.

You have to buy right, know where the market is headed, know ALL of your expenses and know what your various "outs" are before you commit to a property or you will lose your shirt.  

Theyre expensive, but you wont lose your home to foreclosure unless you move out, stop paying taxes/insurance, or fail to maintain it. 

But it is very risky and you can lose all of your properties if things go wrong.

Trust me; you don't want to miss those crucial dates and risk losing money or even blowing the whole deal.

That being said due to the number of sharks out there I would only spend money that I can afford to lose. 

If winds are 100 mph then you lose air support while embers gain massive trajectory.

@Rafael Ramos All your goals contradict each other:(1) Cashflow: buy Class C & D properties2) Appreciation: buy Class A & B properties3) Low Crime: buy Class A & B properties4) Why would you want your investments to lose money to lower your taxes?

Managing and owning property is a constant process of losing the battle to win the war. 

That's before you pay any debt service.To answer your question: No, it's generally not a good idea to lose a bunch of money every month.