I understand where you are coming from, in that from a moral standpoint it might feel awkward to be the beneficiary of someone else's misfortune, especially if you bought the house for cheap from the bank.

Despite the fact that the logo is a bit awkward.  

It is in addition to the 5 bedrooms and is, indeed, just awkward extra space. 

And if poop hits the fan, you're not the bad guy since the management company would take care of any issues- and it also wouldn't get awkward for you haha.But that's obviously all depending on if for you self-managing it is more worth it.

I am here to ask a few questions about what to say to some awkward questions that I have been asked. 

Its just awkward, wrong, and could come off as creepy. 

I will somehow throw the awkward "how much money do you have to lend" question in there, and I will send the property proposal. 

Count on the first 5-10 calls being awkward and use them as a learning experience but you’ll soon develop a nice flow that’s impactful.

(as opposed to say, giving it to you or mailing it to you, your home, to cash)i feel awkward asking it sent to me, (though i do clarify its non refundable; except for any title lien issue, etc)

Second, if you're ever audited you'd be in the very awkward position of having to admit you lied to someone.