The 5 Year Letter…What is it?

the-5-year-letter-what-is-itThe 5-year letter is an interesting concept. I found out about it a few years ago. It’s when you write a letter to yourself five years in the future. A couple of friends and I wrote letters to each other and then read them aloud. I recently found mine, which was written on 12/18/12, nearly four years ago. Below are some snippets from my letter.

“I am proud of you. You have done the unthinkable. You have succeeded when people doubted you.  Setting goals to leave the 9-5 grind and doing the cross country trip did wonders for you. You should have done it earlier haha. The sacrifices you made in 2013 were the thing you needed to do. Life about how you look at things. You always knew the glass was half full. You went from selling calendars, to candy, to now this. You realized after working BS jobs that it was more to life than being a 9-5 slave.  You have multiple streams of income and it’s only the beginning.”

It’s crazy that I wrote that almost four years ago. A lot has changed during that time. I did leave the 9-5 work world for over a year. I’m back working a 9-5 job again, but I’m better prepared for the next time I leave. 2013 was an epic year. I quit my previous full-time job and traveled across the country. Those were two of the best decisions that I’ve made in my life. They helped me get out of my comfort zone and push myself to the limits.

The last sentence about multiple streams of income is so real. At the time I wrote the letter, I wasn’t selling much if anything on eBay. Now I’m selling on there and doing other things to make money.  The crazy thing is that this letter isn’t even five years old yet. I’m still working on some things that I talked about in it. I will give another update on the five-year letter on 12/18/17 to see where I’m at.

If you’re contemplating writing a letter to yourself, here are some things you can write about:

Future goals

Family

The type of career that you have

How you did something great

The letter doesn’t have to be for five years in the future. You can do it for 1 or 2 years. Once you finish writing the letter, put it someplace that is safe and secure.

Have you ever done an exercise like this? Are you going to write one?




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  1. Hey Jason! I so remember when we dod this. And I remember you reading this letter. That is awesome that your life is working out how you have envisioned it. I wish I could find my letter but I will take your advice and write another one.

  2. I love this idea! I wrote a letter to myself on January 1st. I can’t wait to read it on December 31st (assuming I can find it again). I actually have no clue where it is! lol
    CrystalH recently posted…Blog and Income Stats: September 2016My Profile

  3. This sounds like an awesome thing to do! Definitely considering doing this over the weekend. Thanks for sharing, Jason.
    DC @ Young Adult Money recently posted…How Stay-At-Home Parents Can Contribute FinanciallyMy Profile