Personal Thoughts On Retirees, Lottery Winners, And Work

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A lot of people like to dream about what they’d do if they suddenly won the lottery and never had to work again. Only a select few are ever that lucky and a not-insignificant portion of those winners don’t end up happy when that dream is realized. As someone who plays and contemplates the lottery, I’m just as guilty of entertaining that dream.

A less audacious dream involves retiring comfortably. For that, there’s less luck is required. If you work hard for years, saving money and planning responsibly, you can eventually stop working altogether and just live out the rest of your days in comfort. Not everyone gets to that point, but for those that do, it’s worth celebrating. I know this because more than a few friends and family members have retired.

I bring this up because I found myself contemplating this recently. Over the holidays, there were significant stretches in which I didn’t have to work, travel, or do much of anything. I don’t deny that it was relaxing. I definitely enjoyed it. However, after a few days, I found myself feeling restless.

Some of that has to do with me being a morning person. In general, I’m always up early. I’ve been that way since high school. I don’t know if I can ever condition myself otherwise, but during this stint of time, it was somewhat jarring. I woke up. I checked my email. I did a little writing. Then, the sun rose and the day began, but I didn’t know what to do with myself.

While I did find things to do, I realized that I’m not very good at managing long stretches of unstructured time. If I don’t have something to do or a place to be, I get a little anxious and not in a productive way.

During this time, I found myself feeling tired at one in the afternoon. I found myself starting random things, but not finishing them. I tried to relax, but I think I might have tried too hard. By trying so hard, I just stressed myself out and achieved the exact opposite of relaxation.

It leads me to wonder whether I could actually handle a scenario in which I didn’t have to work or anything. If I won the lottery tomorrow, would I even want to just stay home all day? If I retired tomorrow and didn’t have to worry about money for some reason, what would I do with myself?

I know more than a few retirees who occupy their time with many things, but I’m not sure those things are for me. Some of that might just be due to generation gaps. Other reasons might be more personal.

For one, I’m still single. I have no wife or kids to look after. If I did, then I might feel differently about having too much time to myself. Right now, all I know is that I don’t do well when I don’t have some sort of job, task, or goal ahead of me. It can’t just be writing novels and sexy short stories. I need other things to occupy myself.

It was a strange revelation, but one I’m glad I experienced. It gives me a reason to contemplate how I’ll manage myself in the future if I retire or become successful enough that I don’t have to work. Luckily, I’m still relatively young and I have plenty of time to plan that out.

Some people can be happy lying around the house all day doing nothing. There’s nothing wrong with those people. I hope they achieve their dreams, as well. I just don’t think I’m that kind of person. One day, I hope I have a chance to see what I can do with that kind of time. Until then, I feel lucky that I have the life I have.

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Filed under Jack Fisher's Insights, psychology

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