Now this is my first round, but everyone I have talked too raised an eyebrow when I explained this.

It can really raise an eyebrow when they notice commercial property as an investment.   

Seeing any property in the Fxbg area sell for just $159k made me raise an eyebrow- figures that it was off-market. 

With the difference between a property's sales price and the amount of its encumbrances being equity, eyebrows start to raise with so much as the appearance of skimming and/or other shenanigans, which the 2008 fallout brought us in the form of foreclosure prevention acts protecting homeowners against...operators with less integrity than others. :)Regularly seeing wholesalers ask close to if not retail values for property, and/or other shenanigans, like advertising sub-to terms, a violation of the due-on-sale clause seen in most if not all mortgages, even the sale of property, considered licensee activity, when all they have is equitable interest in said property, at best.

If the seller asks for $100,000, you raise your eyebrows and offer $60,000, setting a midpoint of $80,000.

. $25/month starts raising eyebrows.

Welcome to BP Nathan, and no that is not that strange of a town name...try these:Bugtussle, KYCut Shin, KYMonkeys Eyebrow, KYPeeWee Valley, KYAnyways...welcome to BP and lets us know how we can help!

This post made me raise an serious eyebrow

If yes, then you're going to need at least 1,001 hours in a real estate trade or business in which you materially participate.1,001 hours might be a stretch for two units and would raise some eyebrows. 

Of course, it's typically acceptable to reflect total maint/capital at 10% without raising any eyebrows.