If you want cashflow.. look for markets with low entry prices and higher rent averages.

What’s your worst experience, and how did you handle it?

As well I do know I need a way to handle lead flow.

Mind you, this is a 2 story condo.Legal handled everything and the request was denied since the person who presented the ESA couldn't answer the follow up questions satisfactorily.The tenant moved out when the lease was up.Get legal help on this one.

UPDATE*I reached out to locally CPA and they claim they can handle preparing my taxes in addition to handling a bonus depreciation.

To add to this, a lot of Wholesalers or agents from New Western deal specifically with lower class Real Estate, because like Stuart mentioned it is the lowest barrier to entry and typically easier to convince sellers of that property class to sell under their conditions. 

Buying a property with a FHA loan can reduce living costs, while waiting and saving aggressively can delay entry into the real estate market.

While Pittsburgh offers lower entry prices and a more stable rental market, the appreciation potential doesn’t quite match that of Mesa or Gilbert, making it a more cash flow-oriented market rather than one driven by property appreciation.Why Mesa or Gilbert Might Be the Better BetBecause of leverage, that roughly $100K difference in appreciation is HUGE because I've had investors just putting 5% into the deal (so a 5x higher roi). 

Do the inspection results/feedback have and impact on the contract with buyer (if yes, how that is handle)?  

how do you handle such risk ?