While often about a lost chance, it can describe a missed misfortune, hence not entirely regrettable. He missed the boat on that risky investment and actually saved money.
Pro Tip 2/3
Informal Context
Used in casual conversations, might not be suitable for very formal writing. She missed the boat when the manager was handing out the concert tickets.
Pro Tip 3/3
Cultural Nuance
Commonly used in business and personal contexts where seizing the moment is valued. I feel like I missed the boat on studying abroad this semester.