Sometimes, when we know where we want to go the journey may be a little uncomfortable.

I'm told that Cuyahoga County routinely allows for the repayment of delinquent property taxes over 24 months without interest.

I am not very fragile so if I am uncomfortable...

You know the routine.  

Lastly, but maybe most importantly:  You are clearly uncomfortable with your Realtor.  

and you may not need one up front as well if you know a little about what your doing.30% on small loans is not out of the ordinary I do those all the time. and much higher actually the smaller the loans the higher the return.. those borrowing the money know this.. what you need to do is check for usury.. my deals are equity deals so they are not loans.. so usury is not an issue for me.. that's how I can make 50 to 100% apr routinely. but I have 40 years at it..

My wife and I have invested in relatively low end townhouses in MoCo, however we are finding it challenging to find multi-family in that area or any place close to DC within our price range/level of risk.Either we've felt uncomfortable with the expense of the multi-family properties or (perhaps incorrectly) equated the higher priced properties as a tradeoff of low cash flow and possibly higher appreciation (due to increasing rents) vs higher current cash flow and lower appreciation in the more remote areas.

I don't have a third, its routine maintenance at this point.

Most uncomfortable I've ever been with a tenant in 6 years. 

Yes, 100% legal to ask and offer cash and come to an agreement.  100% illegal to do anything to force them to move, make their life uncomfortable etc... prior to lease end.