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When I opened the doors of my first venture at 27, I felt like a downhill skier: leaning forward, thin margin for error, but the speed itself kept me upright. At 31 it felt much the same. Nearly three decades later, starting a new business at 58 felt more like hiking that same slope—eyes wide, pack ...

One leader glances at the calendar and feels a familiar heaviness; another feels a pulse of quiet excitement. Both have the same meetings, the same market pressures, the same 10-hour day ahead. The difference lives inside the relationship they’ve built with their work.