These are important questions in your life. The book gave me a nice framework to answer the questions.
This book is one of my Japanese Amazon purchases, "Capitals for Happiness (幸福の資本論)" by Akira Tachibana (橘玲).
The author asserts there are three Capitals for your happiness.
(1) Financial capital/ money and freedom it can buy
(2) Human capital/ your ability to work and earn satisfaction from it
(3) Social capital/ Friends, family, and other human connections
You can draw your happiness from any of these three Capitals.
The author defines the state of "poor" as lack of all. In the case, it will be hard to be happy (imagine that).
Depending on your personality, your emphasis or reliance on a particular capital varies from others.
For example, if you are an introvert, your reliance on social capital to be happy may be less than that of extroverts.
Or you may be used to tell yourself that money doesn't matter. You may have found ways to stay happy without money.
Since there are three Capitals, you will have 8 patterns of combination of them.
If you are retired, you may have money and friend, but may not have a satisfying work.
If you don't have a lot of money, you can still be happy with fine job and friends, or with friends alone or with fine job alone.
When you earn a lot of money and have a rewarding and satisfying job, you may get by with few friends.
etc.etc.
The author points out that (1) money and (3) family/friends tend to have a conflict, so it may not be easy to achieve "have them all". Sounds convincing.
This concept is very helpful to understand what you value for your happiness, and what kind of "portfolio" of the Capitals you currently have.
Personally, I would be happy with money and satisfying work (and some good friends). I'd aim for that combination as my goal.
But naturally your optimal portfolio and combination of the Capitals will be different. You may be one of these people who says FAMILY AND FRIENDS!!!!. If it works for you, good for you.
I like the book's concept, because it allows each of us to decide the portfolio for Happiness. It pleases my libertarian-ish part of character.
Recent America is in an era of politicizing everything, and both ends (both right and left) can lead to totalitarian/authoritarian approach that tries to enforce their idea on others. Beat it. Let people pursue their own way of Happiness (and don't infringe others).
[We had a Birthday/Halloween WCS Party on 10/21/17]
