How do I know if my sense of well-being is false?

There is no way to know for sure. I believe questioning your possible complacency with regards to well-being or happiness is a healthy thing to do. Try to be confident in how you feel, as long as you're not chopping people up to feel it. Ask people directly what how secure/content/happy you seem to be from their perspective.

Scott you have to wake up every morning and look at your self in the mirror and get ready for life daily. No there will not always be good time yes there wil be happy times but the only way to know who you really are is to ask yourself these question Do I love me? Am I happy with me? Do I need some else to validate me? Or can I just learn to love my self just the way I am? And if that don't work you can always ask Jesus for help.