Wow! Spending $7,000 USD per month in the PH is king-like. I never even earned that much per month in the States. You went from Canada to Los Angeles, to the Philippines, and back to Canada. You said your wife was a singer/entertainer? What did you do?
Perhaps best not to re-open the debate about what constitutes king-like, but I'll grant that even in Metro Manila, it's quite comfortable.
As for how I have earned my living, I have always worked as an attorney. I still do. Happily, with the advent of the internet, I figured out how to be an online attorney. It does not pay as well as working in a downtown office in a big city, but I don't miss that at all. It pays reasonably well, my time is entirely flexible, I can work from anywhere in the world, and my overhead amounts to no more than the cost of a computer and internet access, which I would pay for anyway. I no longer put in as many hours a week working. But I keep up some work as a form of brain exercise. It may have no effect, and I cannot cite any medical authority for this, but my own belief is that being required on a regular basis to really have to focus one's thoughts on a matter will help stave off things like Alzheimer's disease. So, unlike most today, who start in their 20s to to look for ways to "retire" as soon as possible, I am quite content to never retire, not because I need the income, but because I like what I do and I believe it has benefits beyond a paycheck.