Unfortunately i can not watch his video's but from what you chaps have posted he seems to be enjoying his life here in the Philippines.
He is helping locals to get a better price for their vegetables? Already i see a something a foreigner should not get involved with. Why? Their are local vegetable dealers who make a living from this type of business and they will not be happy that he is trying to get the growers to go direct to the market.
Local projects. How does the Captain, councilors feel about this? They may seem to have no problem but unless it looks like they are the ones implementing them they will be losing face.
He has a younger wife? Nothing wrong with that. Has she lived in the US or did they marry here? If they were married here has he left her sufficient funds for the future.
A few years ago there was an American chap that lived in our area. His wife was young and they had just had a son. The house they built was probably worth around 5 million. After the house was finished he became sick. The wife did not have access to his money as he kept it in the USA and transferred it when needed. To pay for the medical bills she loaned the house. He passed away and the bank took the house as she was unable to pay. She also received nothing from the US even though she knew he had money there.
Something to think about if you plan to marry and live here without taking your partner back to your home country to live until they are eligible for your pension or savings.