@Tamika Davis One of the biggest advantages of most software on the market is to complete these tasks you mention (maintenance, leases, rent collection, etc). 

Quote from @Agatha Simmons: Uffda.One of the biggest mistakes landlords make is failing to stand up to a problematic tenant.

My biggest sticking point is they have severe weather; floods, hail, tornadoes, etc.

NYC laws around rentals—especially short- to mid-term—can be tricky, so you’ll want to avoid any compliance headaches.The biggest challenge with this plan is finding a rent-stabilized apartment that makes financial sense and actually gives you breathing room.

I do airbnb in all my rental arbitrage, they are the biggest player in the STR market.   

The biggest key to a good ROI is getting a good deal when you buy.

Hi Pamela,The kind of guide you're trying to create can already found all over the internet and are very easy to find and some of them, written by other real estate agencies, are pretty good.

One of the biggest complaints was the lack of places to stay and the expense for such.  

Investors Love ItOne of the biggest challenges in real estate is raising capital.

That's the biggest piece that can surprise investors.