I’m in the 33% tax bracket through my real job and this could be a big difference in taxes owed if we sold the property?

Great job for taking the leap.

I have seen these circumstances; people die, go out and buy a car, lose their job, etc… Just my own two cents, I’m not an attorney, just play one on TV

Very common scenario for sure, if it'd be helpful to look at some options feel free to reach out!

I lived well below my means, worked a full time job for years while doing this on the side, persisted when others did not... and now I am enjoying the fruits of my labor.  

Over the past decade, the death rate has risen from 10.192 in 2014 to 11.119 in 2025. https://www.macrotrends.net/global-metrics/countries/ITA/ita...Italy is in a unique position, where all the youth are either leaving for college, or once they get their degree, they leave Italy to go take jobs in other EU countries. 

JC’s lenient approach is definitely a draw for investors looking to avoid the red tape that’s becoming more common in larger cities.

., longer-term, amortized, require escrow, commonly modified b/c of prepayments, etc.)? 

Common fees will include a set-up fee, a leasing fee for each turnover or a lease renewal fee, marking up maintenance, retaining late fees, and more.

Job and Talent Loss : The duration of recovery has and will continue to force migration.