Currently in Nashville, TN, with a primary residence and a SFH rental with strong cash flow.

Orhi Cleveland, Ohio is a great market to focus on for cash flow and specific pockets have gone up 2x and upwards of 4x in the last 5-10 years even!

We're interested in a place to live that breaks even with 3 units rented, has some value to add and is relatively clean in an area good for raising kids (no ghetto/near industrial, etc)  We have about 100k of skin.What are some areas worth focusing on?

So I think what you're asking here is how an appraiser would value your property. if it's five or more units, it is quite likely the appraisal would be based on cash flow and Rental income.

The monthly rent is $2525 with the expenses of $800 and the 30 Year note is $900 which leaves a positive cash flow of $800 monthly. 

Although, still not sure about the split.I already have: - healthy 401k and I contribute the max- roth IRA- I own my primary residence (have a mortgage) - I own one rental property (with a mortgage), which is cash flow positive- I also have $30k in savingsMy plan is to continue saving and start buying other rentals.

I’m assuming that I’d have to personally guarantee the mortgage as the LLC is fairly new (18 months) and the cash flow from the property is not especially compelling given the current high interest rates.

They will email the cleaning agency of my choosing each time there is a booking ot change. 

We live in San Diego and I have realized that buying here in this market will definitely not cash flow so considering Midwest as well as other options.

I don't mean the following to sound discouraging, but I would encourage you to be extremely cautious and conservative before buying a random property in Dayton because someone - a property manager, an agent, the seller of the property, some random person on BP - tells you it's a 'great deal,' and you will 'cash flow.'