I am almost completely through Planning and permitting.

Lack of Permits: Some flippers may skip obtaining the necessary permits to save time and money.

At this rate we are also decoupling from fundamentals and eventually will be overpriced.

You must check zoning to see if it's permitted in that area.

its very doable, the first to check though is with the city to see any permits or specific requirements.

It's been 10+ years since I've gone through the City of Chicago permit review process, and I'm told things have changed.In particular, I'm told that I need not only an architect that has Chicago experience, but also a specific sustainability certification, otherwise I run the risk of having a very long review process.Thanks in advance for your help!

Feasibility study is done, we have been in contact with architects and GCs and are currently working with the town to iron out all the permits etc.  

I read that I need to get a conditional used permit if the STR is more than 90 days.

It is not "ready" to rent until those renovations are done and you haev a C/O or permit sign offs ect. 

The rest of San Diego still has STR permits available.I am hoping for a good peak season to offset how poor the off season was.You are doing something very well if your ADR is up (or you previously was doing something terribly wrong).