Most would lose money after a 6 month condo oops.  

.- Wall Street lost their **** for two weeks ("volatility" is what the economists call it when Wall Street loses it's ****), 30 year fixed mortgage rates went up, down, sideways, did a back flip, and went all over the place.

Just two weeks ago the director of the coffee shop, Lisa, let us know another employee was losing his housing just as we're finishing this rehab so he moves in Friday.

You will lose money for 15 years at least...not good.

You can be compassionate without losing money :)Good luck!

so I have no intention of losing him.

You'll never time it right...and if your strategy is long term hold and you buy now and don't over-leverage, you are going to make money...and you are going to lose money....and you are going to make money...on whatever you buy.  

However, if you managed to lose money on the rental property without including depreciation, then yes, it will probably hurt your DTI ratio and negatively impact your ability to borrow.

Having a license will also help you cut on commissions which truly adds up and can make the difference between losing or making money on your first deal.

Someone with moderate resources like myself, that enjoys hard work, and absolutely hates to lose would be ideal.