I'm assuming that this situation wouldn't pass inspection, but one could argue that all the spaces the guests have access to (i.e. bedroom, bathroom) are safe and habitable + the guests wouldn't be exposed to the kitchen.Also, do the city inspectors inspect other parts of the home the guests won't access (i.e. inspectors check the basement for water infiltration even though no guests would ever be living or even going down there). 

@Angel Perez  You should also check out smaller local banks and ask to speak to the commercial lending department. 

Should we expect the Federal portion of the rent check from the gov't Feb 1??

Hey Chris,This is the website: https://suncrestcapitalgroup.com/Ive been dealing with Kevin Barrios.They have office based out of Florida.I checked BBB and couldn't find them. 

All brokers, realtors, wholesalers, etc... you need to check this list before you call anyone!!!!

Quote from @John Warren: @Delroy Watson I would check to see if you can do this the "right" way and make it an ADU.

Hey @Dutch Mendenhall,Checking in again.

Whether it applies or not it's always a good idea to check with a professional first so thanks for the reply.

Thank you Preston I will check it out. 

We simply include the tax on the invoice sent to guests, which makes it easier to track and ensures we're covered for tax purposes at the end of the year.For Chicago, I’d recommend checking directly with the city’s tax office or a CPA, but generally, you’ll need to register with the city, collect the hotel tax from guests, and remit it on a regular schedule (likely monthly or quarterly).