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Turn Maybes into Wins

We all want good things to happen in our lives. Sometimes these good things stem from obvious wins that can be picked up easily, like accepting a new job offer or going on a second date when a first date went well. In thinking about which events in my life were most positively impactful, however, I noticed that many of them were not obvious wins. They were maybes, which I turned into wins.

For example, take buying an island with my friends. This is definitely not an obvious win. It could have lead to fights with my friends, it could have turned into a big money pit, or apathy could have left it undeveloped and relatively useless. However, my friends and I worked hard to turn that maybe into a big win. We've had zero fights, have kept costs low, and have built it out to the point of being a great destination for ourselves and our friends and families.

Relationships, particularly marriages, are another one. I got married on the one year anniversary of meeting my wife. People congratulate each other on marriage as if it's an obvious win, but I'd categorize it as a maybe. I've seen people for whom marriage has been a huge negative as well as those for whom it's been a huge win. The marriage isn't a win, but what you do with it can be a big win.

Is dropping out of school or quitting your job a win? Like the other examples, it all depends on you.

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