I also invest cross country and love it.

I definitely recommend taking a look at those first (You can google "Mais Habitação" to get started).In terms of contacts that are investor friendly:* Ivo Sousa from Remax (in Madeira)* Rui Magalhaes from DMA Tax Accountants (in Cascais but with experience in cross-border tax affairs, great work ethic and a solid command of English)These folks aren't on the forum but can be found easily through Google.In terms of STR data: AirDNA is a good starting point 🙂

@Jonathan Greene“when everyone knows it takes six to eight months of cross-platform marketing to make stuff happen.”I didn’t think about this until I read your post.  

Syndications and funds are a great, truly passive real estate investments that can marinate while you are still over there.I wonder if you've thought about investing where you are now and using real estate as a bridge to potential dual citizenship there.

this was the only refund by RADD mentioned in the 66 Google reviews/responses on their Google listing, and it was in response to an investor who had filed an SEC complaint, so everyone who has invested with them and has been denied a redemption, please file SEC complaint, but still more likely that a chronically depressed Lemming will survive the annual ocean crossing than you will see a dime of your investment anytime soon. 

We may have crossed paths at a previous PadSplit meetup.

Fingers still crossed 1 rents it.

. :) Never crossed my mind and probably not yours either.

The previous owners did a do-it-yourself remodel which had tons of red flags if I had taken the time to cross-reference the sellers disclosure with the inspection report, but at that time the market was hot and I had to move fast.

Ok but "should have known" and "did know" are two different standards, and unless the seller had a survey done before it was put up for sale that clearly labels the roof as crossing survey boundaries, I doubt you can make a case there for fraud ( which is what willful failure to disclose is).