Both of these challenges can often be minimized with the right team and guidance from an experienced investor.As @Jay Hinrichs mentioned, appreciation is the main driver of wealth in real estate.

Do they pick up or will they require you to contract with a waste company that will supply a dumpster and handle pickup.- If you get a dumpster, neighbors dumping in your bin may be a problem, depending on the location.

Starting rent-free is a smart move—it’ll maximize cash flow but high purchase price and a low down payment make it challenging.

Texas - Cash out loans of any type are pretty challenging here in Texas.

The appraised value seems low and I am trying to understand the best strategy to challenge this value and the cost / benefit of going through the condemnation process. 

A challenge that may arise, depending on the other tenant leases, is that they are all paying above market rates and will see the new rate being marketed and will want a discount at renewal.

If you are getting a true turnkey home that hit's the 1% rule there's a very high probability you are in a more challenged area where the residents aren't as consistent over time. 

Let it roll off and move forward with purpose.Now, Here’s Some Logical Advice:Wholesaling is straightforward, and competition won’t be an issue if you do it the right way.If you’re cold calling, sending mailers, and doing what everyone else is doing, then yes—you’ll face challenges.

He is a very connected person and can get all kinds of interesting supplies very cheap and is willing to truck some our way whenever needed to come meet us in person and learn more about what we do....networking is always invaluable....Again these are very large returns because we are connected to a program that allowed me to fill in the holes in my knowledge easily and quickly.

Investors are almost always the biggest challenge for any group, new or seasoned, but especially newer investors.