I'm looking to diversity out of CA real estate market into mid-west / south / south-east and am looking at Indy specifically.

My first suggestion is to really sit down to think out your goals and be specific.

I would suggest you add an addendum to the lease that notes the specific things you will  be paying for and have tenant sign as well as yourself.

If you have any specific questions PM me.

I use a CRM (Insightly) in my 9-5 and see the benefits of such a system, but that specific platform isn't the best suited for the REI environment.What CRM's are user friendly and helpful in the multifamily space?

Determine the ARV and use that number to determine your max bid and the specific properties.

To find a deal under 300k....I would pull the sale records for multi family in the specific areas you want to buy with a max purchase price of let’s say 250k. 

My business partner and I are working on our first deal and we’re looking for a GC in the area (Taylors specifically) to give us a quote on a few things in a potential rehab we’ve found.

Check out Max Maxwell's youtube page, that is where I learned one method, which is uploading a specific list and using that as your target audience for ads. 

@David Fawcett you will probably need to include a city or a more specific area than Northern KY.