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Cruising Rallies... what is it that leads some boats to succeed and others to fail?

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The Salty Dawg Rally has caused a maelstrom of discussion on the cruising forums.  It's easy to second guess the decisions made when you weren't there making them. We like to give the benefit of doubt, but we are most certainly not proponents of organized rallies. None of us can cross oceans with any guarantees. But the choices we make can have a big impact on the results. In our cruising experience, we have noted that people who were on a schedule were often the ones who encountered problems. Schedules make you compromise. Schedules can make you do things you might not have otherwise done, like rushing to get off before you are ready or before that storm system passes by. It applies equally to sailors who have to meet crew at specific times in different places and to those who cruise in company on a schedule.