Jason Krick all good stuff, and yes, I almost hated to mention the friendship cuz I knew folks would raise eyebrows on that.

As a Realtor here in Florida, I would be raising an eyebrow about anything sold that cheap.Be sure to research it to make sure it's not actually worthless.

The best get paid what they are worth and they have practices that the rest find eye brow raising.

However, if you have a huge profit or markup, some C buyers will raise an eyebrow and may give you a hard time.  

If they do, please have them call me:)Your swing in value for the property,unless significant improvements have been made, will raise eyebrows as well. 

@Drew Farnese I'll leave the analysis to the more experienced folks, but the one thing that made me raise my eyebrow is the fact that you're in a dual agency agreement and the agent told you the terms of the other offer.

Ran across a nice duplex today, but after researching it raised a few eyebrows. 

Bottom line: a 9-cap on the market for 2,000+ days should raise eyebrows.

When you are going the other way, the underwriter will raise an eyebrow and question motives. 

Have no doubt about it, such activity is likely to raise the eyebrows of the IRS at some point, and these people are bound to get in trouble.