When you sell several to buy one larger building some dynamics come into play with your 1031. 

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With this being the dynamic, keeping our existing good tenants happy is a priority. 

I just look at the supply and demand dynamics.

This is quite a common scenario but not knowing some more intricate details of your situation, I would recommend for you to proceed with a sale as the your monthly rent would not be sustainable to cover your mortgage and repairs/maintenance as well as management fees.

Get dynamic pricing tool like Pricelabs. 

Also identifying when to pivot rates is huge, dynamic pricing helps but only does so much.

Zillow is very literally buying market share, they are creating a social dynamic by which people (a) know and recognize the Zillow name/brand and (b) think of Zillow as there first potential home buyer. 

The market is dynamic and my needs change over the course of the flip.

I dont 100% understand the dynamics of how deals between agents go.