05/29/2026
We listened to Mel Robbins and Daniel Pink talk about a study of 26,000 regrets this week, and one finding stopped us cold:
People don't regret the trips they took. They regret the ones they didn't.
Not the splurge. Not the timing that was never quite right. Not the itinerary that felt a little ambitious. The regret, almost every time, is the chance left on the table — the anniversary that came and went without the trip, the parents who got older while "someday" stayed someday, the kids who grew up between the planning and the going.
We think about this a lot, honestly. Because the conversation we have most often isn't about destinations. It's about timing. About waiting for the perfect window that rarely arrives on its own.
Pink's research also found that connection is one of the deepest sources of regret — the people we meant to call, the relationships we meant to nurture, the time we meant to spend. Travel, done well, is one of the few things that delivers on both at once. The chance taken and the people you took it with.
If there's a trip that's been sitting in the back of your mind, we'd love to hear about it. Not to sell you on it — just to talk it through. Sometimes the hardest part is saying it out loud to someone who takes it seriously.
That part, we can do.
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In this episode, Mel sits down with bestselling author Daniel Pink to talk about the one emotion everybody has: regret.
