Latest Posts

Thoughts on reinvention, clarity, work, money, and the quiet decisions that shape a life. New essays each week as we explore what it means to build a life with intention.

Don't Leave It in the Field: An Open Enrollment Guide for an Earlier Exit

In 2016, our 11-year-old picked a plastic skull mask that earned him respect at every door and turned into a sauna on a warm night across 800 homes. It looked great on the porch, but it wasn’t built for the night he was having. Benefits enrollment works the same way, so here’s how to choose the options that fit the life you’re living, whether you’re 10 years out, landing the plane, or already retired.

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The 10-Year Window Most People Miss

The shopkeepers were washing down the sidewalks when I arrived. Paris at dawn is quieter than you'd expect. I had my fountain pen with me. I always do. I sat there for an hour, maybe longer — writing, praying, asking hard questions about the window I could feel closing. I didn't know yet what to call it. I do now.

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