That tool really sounds ideal...I think in most major markets now that are either saturated or balanced in terms of supply/demand now more than ever amenity rich properties are a must. 

Mainly looking for Turnkey flips and BRRRR opportunities.Apart frpm real estate, I enjoy Travelling the world with my wife, and enjoying different types cuisines and exploring medival european cities. 

My most major question is, where do I go from here?

Problem is that European countries like Portugal and Spain are following (or preceding) the negative STR regulations that you find in more and more places in North America.

I'm not familiar with how European real estate transactions work but personally know I would feel a lot better if there was a third party involved holding the money

Of all European cultures, the Greeks seem to have the most pronounced tendency for this, which is why I think I've spent so much of my life battling that feeling in myself. 

Most Major cities will still fill office space in the future as more people get back to work as you realize while some people may be more productive remotely working in groups and mentoring people has a lot more progress in personIf you bought office in 2018-2020 then I really feel bad for you though as there is a pricing reset for those building owners

But anywhere where you can get Europeans coming over in July - September is an awesome plus.  

Originally posted by @Mike Berns:Housing cost in Chicago combined with my current DTI due to student really want to dive in but struggling to find that first property that can work for me Most major cities have similar problems with pricing.

I'm in Cuxhaven Germany and reaching out to German and European Bigger Pockets members because I'd like to set up a European Bigger Pockets Master Mind group.One of the purposes of the mastermind is to focus on pooling together resources, be it funding, knowledge or expertise, for all the deals this growing group might offer.