Perhaps he has all the financial resources to make it happen but like you said those kind of investment is mostly important doing it at your place of residents because challenges can arise in the future were the person may not fit in the necessary criteria to own an estate in another country because as time is going that's possibly how some country policy is also changing and the best suitable way is actually if the person is a resident to that country, however I would have suggest having a company on those countries instead but it still fall under the chances of real estate, so actually I think is best to diversify those money on his country instead to avoid traveling all the time because of emergencies or other matters.
Technology have got far all throughout the years and many things are digitalized now (thanks to the help of the internet), therefore it is also possible to own a real estate on other countries even if you are not really there because they can just hand you the documents over the internet or straight to your e-mail's boxes. Maybe that was true that investing in real estate had some certain criteria. It can be a hassle to some but in cryptos, investing is only easy. This is one of their advantages. In real estate investing, once you pass the criteria, I think you won't experience an issue anymore later on and if in case you are not fit there, just move on to the others.
In the aspect you are saying is actually not bad at all but I was not actually emphasizing on investing because there is a different between investing on real estate and owning a real estate and the work are not the same, so the one I actually kicked against for myself is the owning aspect because of the things I said earlier but in terms of investing on real estate outside the country is very good because it doesn't demand much from you and if there is any change it will be sorted out by the company since you invested under them and if there is anything document or meeting they can just do it on the zoom meeting.