Off-market property is the best option for fix and flip, but since you are planning to live and flip, some on-market properties would also work.

If you decide to pursue this option be sure to EXPLICITLY spell out how the maintenance of the buildings will be handled as these types of facilities tend to be hard on property from my experience.

For a simple/budget-friendly option, Google sheets/Excel can actually be a great starting point.8.

Lots of options as far as raising nightly rates as other STRs shut down, converting to MTR or LTR or doing an exchange to another state.

All of the things you suggest are options to the beneficiaries. 

Hey James,Ah, I see where you're coming from—given the Chicago winter, cutting off electric isn’t really an option without risking serious damage like frozen pipes.

STRs are an option too, but you’ll need to navigate stricter regulations in some areas.

Therefore, your financial freedom hinges on new companies continuously moving into the city, creating replacement jobs.Companies have many options when selecting a location to set up operations.

Must be able to handle all typical investor transactions (assignments, wraps, lease/options, etc.).

This reduces exit options and affects the value. 10) Small number of small units is the most expensive residential development there is.