@Michael Bishay you're mistaken if you think buying S8 rentals will make your portfolio easier to manage and more profitable.You're just trading one set of problems for another.But, you probably won't heed this advice:(So, yes, seeing if/how any Class C tenant has trashed their current home, will give you an idea of if/how they will trash yours is a great screening tool.We've been doing this for almnost 2 decades.The COVID mainstreaming of Zoom has made it so much easier!

But I don’t think you made your thinking visible to OP that buying in personal name to begin with is the basis for your comment.

My partner actually lives in the area that we want to invest in.The long term plan is to just use this as a buy and hold.We were planning on splitting all the repair costs.Great insight though, I think we will have to go back to the drawing board and see what type of property would truly benefit both of us.

I did sell mine just a few months ago and I bought a new 4 runner in dec so I could get 100% write off.. but buying gas is a new experience I wont even look at how much it costs I am afraid we are 3.50 to 4.00 her in Oregon..

I told him no, your overpaying buy about 30k.

I bring my investors deals that I would invest in before I buy it.

Biggerpockets also has a calculator you can use to analyze deals and I highly recommend you start this as soon as possible, even if you are not ready to buy.

Quote from @Lucas Hunt:  I will essentially be managing the entire property/collecting rent and my friend will not have to lift a finger.No offense,  but your friend would be better off buying the property for himself and paying a PM 10%.

I am not sure I buy that Pilsen is the one southside of Chicago neighborhood driving rent increases, but it is surely a gentrifying area and factor.I think Bronzevilles & Woodlawn's ability to have more new developments has allowed that entire se coordinator to become a huge factor on the southside.Regardless, whatever you are doing is working so keep doing it!

Amid the chaos of decision-making around buying, selling, renting, or rehabbing, investors often find themselves seeking ways to simplify their operations.