So, if you like Finance and find it challenging and fun, do it.

Without giving them any type of written warning for these issues, you may have difficulty making them leave if they challenge it. 

I would love to hear feedback from those out there who have faced this challenge and found a solution.

There is a lot of B and C class buildings and most will require some rehabbing to get into rentable condition; however, once they are ready you can easily fill them with students.One of the challenges I've seen is the cost is high and can make it difficult to cash flow at the end of the day.

We have experience from working for Agents to the Property Management of residential and commercial properties, so we understand the challenges that real estate investor face.

Finding quality homes on the MLS can be a challenge.

Get on the phone and/or visit your local lenders for a face to face and you find yourself immersed in so much financial speak that you need a recorder to take notes.As for the other parts of my "team" contractors are a slow and growing process as is having a very good reliable agent that also understands my criteria ( everyone's different ) and also meshes with my personality.The latter is one that I see is more of a challenge for several in this forum.

Have had challenges findings/lining-up GCs in the area (myself), so have to play the part myself.

This makes Portland challenging for out-of-towners who want a decent ROI.  

We build new construction (though it's a challenge finding land).