While someone buying it with a tenant is typically looking solely at the ROI numbers.Also, find an agent experienced in selling occupied rentals!

Typically, if they can make it work as an STR they go that route because it almost always generates the most revenue.

That is very typical of the "advice" I see given by the students in his group.

The first year is typically good for most properties, although I've had some rough starts.

That's typically where I see people referring to entry fees.

Since tax bills are for entire parcels (typically, though not always) then it is highly unlikely that they somehow segregated the taxes for that small portion and paid it.

Your Schedule C at the top will typically list both of you since you are filing a joint return.

Rick Basement square footage and room count are typically not counted on public record but in some states agents list it or are allowed to list it. 

They usually sell for a really attractive price because investment property financing is (obviously) difficult, somewhat limiting the buyer pool to owner-operator small business owners (who in turn are typically great clients, as well).  

So yeah, that's even less than that typical 1% rule.