Research if you aren’t sure.I’d raise my eyebrows, too, if the neighborhood is SFR’s are in the $35k range and they’re asking $35k for the former SFR that needs significant repair.

You should not have any problem with anyone raising an eyebrow to you representing yourself however, I strongly recommend hiring someone who will give you sound advice, one who will completely look out for your best interest, and someone who knows the law well when it comes to commercial real estate.

Two days ago, I posted this on BP (raised some eyebrows as some skeptics didn't quite agree):How to Make $50K on $150K Houses Without Stealing ThemIn that post, I detailed why RENT TO OWN is, in my opinion, in my market (Chicagoland) at least, is the MOST PROFITABLE real estate strategy right now (Jan 2016).

You get raised eye brows an weird looks from people who aren’t in real estate.

I can't be the only one who would raise an eyebrow upon seeing a new, hitherto unknown person who has suddenly become attached to the building in some unknown, quasi-manner.

These are listed for incredibly low prices, so I naturally raised an eyebrow at it not being sure if there was a catch or not.

The parent transfers income to a lower tax bracket.It's valid, but it has to pass the sniff test without being eyebrow raising.

TBs lender will also raise eyebrows. 

Here's some examples of eyebrow raising rents:

Before the dot com era of the late 90s massive daily swings in the financial markets weren't overly common and nowadays nobody raises an eyebrow at a 250 point swing in the dow.