@Hunter Schenk no experience with something like this but I love the idea.

Investment Info:Single-family residence buy & hold investment in Madison.

My name is Jesus Morales and I work for the wholesale company "Ember Holdings" based out of Newport Beach, CA!

-Homes that aren't falling apart/need major rehab on the property-Prices in six figures overall not seven figuresWhat 2-3 cities should I really pinpoint in terms of the Zillow map to get an idea of some great options?

Looking for a starting point so I can have an idea of what I want for the local designer.

Once the paperwork is submitted and inspection takes place, we write up the lease which the tenant signs along with a bit of paperwork from the Section 8 office, and we schedule a move in.In our experience, tenants who hold vouchers are statistically just as good as any other tenant.  

Though, this process will be the same for the other state (if you created a CA LLC you may need to register it as a foreign LLC in the state in which you are doing business/holding property).

Investment Info:Single-family residence buy & hold investment.

Many of the property managers talk to each other and compare notes and share marketing ideas and 'run comps' on each other.The other option would be the 'enemy method' to search for similar size home within your community and others close by with similar amenities and scour their calendars. 

You miss out on any appreciation and tax benefits, and a lot depends on the quality of who you rent from, but I don't know of any way to more cheaply enter into a new market and learn it.Sounds like a great idea but, by the time you’ve learned, the market could have changed, especially the supply and demand equilibrium.