Sharing spaces can get tricky and you want to be sure there aren't awkward situations right from the get-go.

You could get like five RE licenses and not have to worry about the legality of brokering without a licenses...Ohh now this is awkward.

Even if it looks good today make like some areas around Columbus, Cinncy or Cleveland make sure to consider how recession proof it is.Also, 64 units is a very awkward size.

And for the 30 year tenant, it's easier for you to tell them, sorry, "mom is in bad health, we'll have to move her" and it would be less awkward and a good excuse.Sounds like a real headache to fix, especially after years of neglect, so just get rid of it, and use the proceeds to buy something more up to date.

Your Thanksgiving dinners might be awkward for the first few years, but you've got a bunch of money and you're not a felon. 

I rented out one of my properties a couple months ago. I vaguely remember that I thought there was central air in this one because I had glanced at the thermostat and it had a "cool" option (yeah, they all start to bl...

Seems that these are often ridiculously cheap - but I'm thinking the market knows more than I do and they are cheap for a reason.Churches are often beautiful buildings in great shape, but are very awkward to convert into a SFH or apartments.Schools tend to be large projects requiring significant resources to remodel into apartments or senior facility and can be either in decent shape or quite run down.Masonic halls are often very similar to commercial buildings but usually need a lot of rehab.Also many of the bargains are in economically depressed or low/no growth areas.But still the price on these can be so low that getting positive cashflow should be easy.And there may be LIHTC (low income housing tax credits) available - anyone managed to snag any of those?

I have spoke to my long-time insurance agent (also friend and client through my ad agency which makes shopping insurance awkward) and he gave me a similar answer as you did Jack.

As a landlord I want to be aware of what's going on at my property but not having it staring me in the face every day....if you ever have a conflict with the tenant, it would be weird and awkward to be right next door.

I have to apologize in advance because this type of post seems awkward, out of place, and borderline inappropriate but I’m at my wits end here and desperately need advice from some pros.