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). 

This tenant has been great, and I want to encourage them to renew, but I’m also concerned about potential risks if I permit subleasing.Can anyone share their expertise on subleasing?

switch the zoning or rezone to hotel or a permitted grandfathered zoning instead of looking for the license go bigger and get it permanent not just one unit. loophole but very powerful how a lot of condo development is moving forward in miami they are hotels technically 

I have my STR in Kona, so I'm your competitor.I handle everything, when I bought the condo is not even have permit, so I purchase with LLC DSCR loan, then I apply for the permit, takes a while, everything is so slow in the island.

Does anyone have experience with permitting with the city?