However, one of my biggest concerns when fixing homes is knowing when to use permits.

The CRM is awesome for pinpointing and keeping track of random houses you find that you make want to look into later.The biggest Con seems to be that the software can be very clunky and almost feels like it is in beta development at all times.Which company do you like for bulk "Street View" postcards? 

Zillow is the biggest real estate website but it helps listing on other sites. 

Would it be worth it to invest in a less expensive unit just outside of the strip or is having a place within walking distance the biggest appeal?

Those are going to be my biggest questions when looking for something like this on or off the market.

I knew that most charities spend the biggest part of the donations on overhead and marketing and salaries of the top admin person/personal.

The biggest issue is the rebate.

The no cash component will be your biggest hurdle. 

There have been at least 3 studies that show this is true for virtually every large city in the US (you can internet search this).- buy and hold is currently tough in San Diego.  

@Hal RobertsThe biggest challenge is obtaining accurate and current data, such as demographics, job growth, and most importantly, rental data.