Question: I’m thinking about what I don’t want to regret in life and there’s one thing that keeps popping up. I’ve always been cautious. I’ve never risked it all. Should I give myself permission to just go for it? Or is that really being selfish or childish?

Question: When Donald Trump appeared on the political scene he seemed a joke, but now the joke is on us. He’s a wall builder and a hatemonger in a world that desperately needs to tear down walls and end hatred for our very survival. How did this happen? What do we do? Is evil taking over? Is love dead?

Question: My old friend from college tells me he is “blessed” because he made a fortune. I’ll admit to being a bit envious, but the big problem isn’t his money: It’s that he really believes God has rewarded him and his “blessing” has made him self-righteous, greedy, and out of touch. What do you think about being blessed?

Question: I’m thinking about going back to school. Biz school, law school, grad school? I’m not sure which. All I know is that I can’t spend the next 20 years doing what I’m doing, and I think two or three years of school would break me out of my rut. I can handle the expense. What I’m really wondering is if school is the best way for a middle-aged person to invest in myself?

Question: I am in an argument with some friends who say that getting rich doesn’t require ethical behavior. On the contrary, they say, ethics get in the way of profits. They quote Donald Trump, Milton Friedman, Russ Limbaugh, and Adam Smith, and I’m at a loss as to how to counter their arguments without sounding like a spiritual Pollyanna.

Question: I don’t know what to think about taxes. Our country seems in serious debt. The rich are getting much richer while more of us face what we now call “food insecurity.” I’m not worried about hunger, but I’ve got kids and college bills and retirement. I’m not thriving.