Confession: I’m overwhelmed. It’s that season of life, where you are making weighty decisions. I don’t want to overshare, because it’s the same sort of thing everyone is facing in their fourth decade of life, if he hasn’t already. And it’s all happening at once. You’re still making fateful decisions about your children’s education, and then you can barely lift your eyes up before you notice that one of your older relatives isn’t as trustworthy behind the wheel or on her own feet. Your in-laws and parents need care. A business acquisition upends long-term plans and forces you to reconsider everything: what you plan to do between now and retirement, what level of income you really need, where you want to live. Then the cancer diagnosis comes into your family, as it does once or twice every generation.
You catch yourself thinking about all your time differently. Not, “What do I want to do?” but, “What would I regret not doing?” And in my personal case, it’s an election year — which puts a weight on everyone in my business. Especially those of us who have already written many hundreds of thousands of words about Donald Trump over the past nine years. He’s not changing, and yet there is pressure to say something new. To observe something new. I’ve been coming up short.
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