Despite facing setbacks, including a year-long renovation process, I tackled the repairs, improved the interiors, and addressed all concerns.

The one who thinks that they are masters of the universe in EVERY area of life, has 30 different businesses, claims to be fit as a fiddle, with a life in perfect harmony, shows off huge toys, has 30 different businesses, including selling their time by the hour to provide coaching... this person is not running a real estate syndication business.

What are some things I should include in the lease?"

I think you forgot to include the question.

Regarding the condo/townhome situation in Fort Myers vs Bonita Springs, I would say the more important things to focus on would be the association fees charged, what is included in those, and the rental restrictions of the association.

Here the explanation and benefits:A Bank Trust or Fideicomiso allows foreigners to acquire property within the restricted zone, which includes areas within 50 kilometers of the coastline or 100 kilometers of the borders.

Since you already know the metrics in the fix & flip game, this might be an avenue for you to consider.

There are a good amount of investors on here who could take down (including myself) a portfolio of rentals 

I am particularly interested in turnkey properties and single-family rentals, but I am also open to exploring other options, including duplexes and different investment strategies. 

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).