There are strict rules and regulations in Shaker Hts. and a lot of the other cities and suburbs.

STR regulations and taxes are becoming harder there, and properties are pretty expensive!

If you meet this regulated threshold at the end of the year, an IRS 1099-K tax form will be provided to you."

Compliance - Check and keep up with all regulations, rules, taxes, insurances, everything!

Not sure what your short term rental regulations are for your area, but if HOA allows, airbnb could be a great way to acquire short-term, mid-term, or long-term roommates.  

I would just check with local zoning department to see if you need permits or to adhere to certain regulations.

Why is it that most “authorities” that ban STR (or heavily regulate) decide to ban or regulate rental “30 days or less”?  

I don't mind the regulations.

I actually love that regulations are coming into place, to be honest.

Lee - How to Make Money in Real Estate Tax LiensProblem is they're all fairly generalized and talk about the basics from a global/overview perspective, whereas Tax lien certificates are all county-specific and are based on local and state rules and regulations.