Here's the City link for you to reference. https://www.chicago.gov/city/en/depts/doh/provdrs/homeowners...1) ADU regulations specifically exclude Short-Term Rentals so don't do it if the intention is to short-term rental. 2) The ceiling height oh 6'10" is almost guaranteed to trigger digging a basement if you want to formalize as an ADU unit, especially if that height is further reduced by pipes or HVAC. 3)Ingress/egress is an issue for renting, as is that any bedroom also will need two (ie operable window/doorway).

Hi,I typically rent my 3-bedroom property through a short-term rental platform, but I was recently contacted by an insurance relocation company looking to place a family in temporary housing while work is done on their home.

My name is Omar Santander a new investor that is interested in residential units (single-family and multifamily, with a particular emphasis on multiunit), house hacking, long-distance investing, BRRRR and mid/long-term rentals.

Last short term rental we put on the market was booked for a 30 day stay first day on the market.

Quote from @Eric Gerakos: Michael, why would you invest in UNSECURED note funds when you can buy notes SECURED by real estate that are currently paying 10% for 2 or 3 year interest only terms?

Unfortunately the short and mid term markets are slowing down.

First off, apologies if this post is too long or has too much information for a first post, I am just trying top get as much put there in hopes it connects with as many people as possible.About me.. 

Do you get nervous about the long-term commitment of a 14- to 16-month lease?

Short-term pains for long-term gains. 

please let me know if you have successfully completed a creative finance deal and you have some terms example breakdowns i can take a look at much appreciated im trying to buy an apartment complex asap