@Jason Babos As long as you plan to use a property management company and the numbers on the deal pencil, I don't think it's too much to handle for a first deal. 

I self manage 3 duplexes in Kokomo. 

that go with that/group of necessaries form/found becaused to) living in/on our property, OR founding/forming a residential care facility for elderly (i don't really get what the difference is btwn the 2 dwellings bcs i would expedite either as: non-medical: household management of operations-having agencies come in and do/multi task, of things-alongside helping mom have care..having agenting help with household actions (a human swiss army knife-springs to mind-as to how resourceful/vast in skills i'd look for her to be expediting for us) i hope that i'm making sense/being congruent with what i'm asking. can you help me?

With the flip I am very handy, but I would hate to get into something, not knowing how much It’s all going to cost.

You already know how to manage and rent it, might as well keep it and enjoy the cash flow.

Given that the HOA management is the same, any recommendations on whether I should opt for an older 2 bdr vs a 1 bdr in a nicer area?  

I wasn't unprepared—I had a clear idea of my MAO,  ARV, and estimated repair costs.

made an offer on a property only to find out later that one of the units was going through an eviction.tried to extend our inspection contingency to no avail to buy us some timeended up not being able to come to terms on how to proceed with sellerthe last HOUR of our inspection contingency the seller offers to try and buy out (cash for keys) the tenant the next day (he had a property manager handling the eviction and wasn't even aware of it initially).i get a (risky) oral agreement that even though the contingency window had passed, if the plan falls through my client will still get their EMD back the next day the seller ends up buying out the tenant for a bit over $3,000 and now we can move forward with the deal without the headache of a problem teanant/ picking up an eviction.

Market fluctuations, maintenance costs, and the complexities of managing tenants are aspects that require careful consideration and planning.

He was the lead attorney for the National Association of Residential Property Managers and really knows his stuff.