The tenant's lease would say Property Management, LLC, not my own name, which would mitigate some social awkwardness of the tenant knowing that I am also the owner of the property.Likewise, if Property Management, LLC is the entity collecting rent and dealing with the tenant, it may provide asset protection benefits in addition to the privacy benefits.

I'm usually good with numbers but this thing is rather awkward for me to set-up...

So here I am, awkwardly stumbling through to reach out my hand.

Telling a renter this might put them into a very awkward situation, especially if they say that the landlord's father is not welcomed on the property. 

Doesn't need to be grade-A yuppie heaven by any means, but also think we'd feel awkward in a factory worker neighborhood.

As that seems like a very awkward convo to have, especially for a first flip.The listing I found it on said cash offer but I have contacted the real estate agent multiple times and they keep saying they will get back to me once they contact the owner (which why I did my own research) And has been up for quite some time.

You know them, those awkward conversations between three kids that just inherited mom's house . . . that they don't want and they don't know what to do with because . . . it's ugly!

Some are pretty awkward and can make it difficult on the resale side. 

I can but then the other room would be super small and awkward, but something we are exploring for sure. 

I need legal help, but it's an awkward size job... bigger than small claims, smaller than most real estate attorneys are interested in.