Hello BP - I'm doing a 1031 exchange where I'm going to sell my under-performing properties in Chicago and Ogden to trade for a better cash flowing properties.

Cash for Keys is the most common type of agreement in which you offer cash to the occupants (typically, no more than 1% of the value of the property) in exchange for the occupants to vacate the property within 30 days, leaving it in broom swept condition.

In exchange of any help I can provide to you.

Executed 1031 exchange in 2018 when I got tired of being an absentee owner/landlord.What made you interested in investing in this type of deal?

I'm looking to do a 1031 exchange on both of them to trade up for a better cash-flowing properties ($500-$600k for one and $180-$210K for the other one). 

Guy, an interesting read, but I totally disagree that the solution is more government regulation or  oversight of rental properties - unless they are part of section 8 and are therefore offering a service in exchange for income.IMO, the answer to your question of "When would you know....." is more based on personal integrity and ethics than a hard or fast "model". 

In exchange for your help, I can share my top tips from how other real estate agents are solving their biggest pains once I’m complete.

What I would personally do, is to do a 1031 exchange and defer the tax consequences by buying multiple new properties. 

Since we would be using the money in the same manner could we use a 1031 exchange to defer the gain income tax ?

We are wanting to utilize a 1031 exchange to buy a duplex in an area (Tri-Cities, WA) that has much lower housing prices and a good rental market.