I have the knowledge and skills for contractor work as I have been doing handyman work for the past 10 years, as well as learning the roofing trade with a professional company.

As an Airbnb shareholder from IPO I like what they do hiring third world reps to handle issues, but as a PM company owner and STR owner I despise it. 

I changed my major from Accounting to Real Estate back in 2018 when I was attending Glendale Community College.

Once those guys are in place and you have a go-to title company that your realtor recommends and a lawyer.

However, if you're okay with some cash flow but AMAZING appreciation potential and the best macroeconomics, I would look into the Columbus Ohio market as this is where all of the population growth, job growth, and companies moving/developing here (for example Intel, Google, Amazon, FB, LG, Honda, Nationwide, Anduril, etc).

However, this could be offset by hiring a property management company.

I am an agent and own a short term rental mgmnt company so am very familiar with the STR rules and regulations as well as the best areas for that strategy locally. 

OPIf you have a company with a Sales tax license.  

Or the listing agent.If you have a provision on assigning leases to the buyer and transferring security deposits in the Offer To Purchase (in Wisconsin that's part of the standard form) the title company will put the SD as a line item on the closing statement.

But Southern Italy is not representative of the majority of Europe.