Hi IanT, welcome to the forum

Very broad issues there.
I'm sure you've done plenty of thinking and plenty of research.
You'll find a great deal of invaluable information here.

Just for a start, may I ask you, have you visited Philippines before?
Have you met your G/F?
Your age is indicated as 49, means pensions are not yet available, do you have some ideas on how you may secure and maintain sufficient income to live in Philippines?

I would wish you every good luck in your dream.
Just trying to help.