Most tax accountants don't exclusively focus on real estate tax, so they may lack the in-depth knowledge that a CPA specializing in this area would have.

If they choose to stay, make it clear they are accepting the property as is.

Then, choose the best of those you interviewed.Appreciation is a good thing in real estate.

If you choose to accept it, make them apply and pass your screening, add them to the lease, and charge extra rent to make it worth your trouble.

Also - I dont want to be tied to having to provide CHA housing only. is there a provision in Chicago area for those who are CHA authorized landlords, they can choose not to do that (even while actively qualified?)

But I could also 1031 exchange it later, if I choose to sell after that time.

Based on your financial situation and goals, here are some considerations and recommendations:Property Type: Given your strong financial position and experience with real estate appreciation, you have flexibility in choosing between a single-family home (SFH) and a multi-unit property like a triplex or fourplex.

@Emmanuel OlaIf you can get a longer term conventional loan I would choose that over a hard money loan every time - this is of course assuming the hard money loan has higher interest rate as well as a shorter maturity date

The property is owned by a company that does exclusively section 8 and I have been told their vetting is very thorough.

I suggest you choose your inspection company carefully.