Writing a Letter to Your Future Self

There's an exercise almost nobody does, and everyone who has done it recommends: writing to yourself, for later.

Not a diary, reread the next morning. Not a list of resolutions, forgotten by February. A real letter, addressed to the person you'll be in five years, ten years, twenty years. A letter you won't be able to reread, edit or take back. Sealed until its date.

It feels strange at first. You feel a little silly writing "dear me." And then something happens, usually around the third or fourth sentence.

Why it works

Because it's the one reader you have no reason to lie to.

You're not writing to impress, to reassure, to be liked. You're writing to someone who will know the truth anyway. That person will know exactly what you were going through right now, because they will have lived it. So you might as well write it plainly.

It's also the only exercise that forces you to look at the present as a moment that will pass. What consumes you today, this job, this fear, this relationship, might be nothing more than an anecdote in ten years. Or, on the contrary, the turning point you didn't see coming. Writing for later means stepping back a little, without waiting to be forced into it.

And then there's the surprise, on reading day. Everyone who has done it says the same thing: you remember writing a letter, never what you put in it. Finding your own words again after years does something nothing else can reproduce.

What to put in it

Five paths that work well. Take what speaks to you, leave the rest.

Where you are, unfiltered. Your work, your home, your finances, your body, your relationships. Describe your life the way you'd describe it to a very close friend who had forgotten everything. Be concrete: what you earn, what tires you, what time you get up.

What's weighing on you right now. The decision you can't make. The conversation you keep putting off. The thing that loops in your head at night. Name it. Ten years from now, seeing what kept you awake is often the most illuminating part of the letter.

What you're proud of, even if it's small. We always underestimate what we've already been through. Write it down, because your future self will have forgotten how hard it was.

What you hope for. Not measurable goals, but what would really matter. "I hope we've stopped being afraid of that." "I hope we're still writing." "I hope we dared to leave."

Direct questions. Are you happy? Did you stay in touch with her? Are you still doing this job? Did you finally figure it out? These questions are what turn the letter into a conversation instead of a monologue.

How long to wait

There's no right answer, but experience gives a few landmarks.

One year is short. You've barely changed, the letter reads more like a status update. Good for starting, for proving to yourself the exercise isn't so strange.

Five years is probably the best ratio of emotion to waiting. Long enough for life to have moved, not so long that you've forgotten everything. Most people who do this regularly settle around that mark.

Ten years and beyond is where the effect becomes striking. You're writing to a stranger who will have your name. The questions take on their full weight, and so do the answers.

A good practice: write one now for five years, and another for fifteen. They won't say the same thing at all.

The hard part is finding it again

This is where the exercise most often fails. A letter written in a notebook ends up in a box. A file on your computer won't survive two changes of machine. A scheduled email depends on a service and an address that both have to last ten years. And above all, a letter you can access is a letter you reread, edit, open early. It's no longer a letter to the future, it's a draft.

We compared every method in our complete guide to sending a message to the future.

WESEP exists for exactly this. You write, or record your voice, today. You choose the date. The message is encrypted, locked by cryptography until that precise day, and permanently archived. You can't reopen it before then, and that's precisely what gives it its value. When the day comes, you receive a notification, if your address is still the same in ten or twenty years. For what you don't want to leave to chance, we also give you an Orb Passport, a printable document to keep with your important papers: it guarantees access no matter what, even if your contact details have changed, even if WESEP no longer exists.

For this kind of message, you are both the sender and the recipient. It's the simplest way to use WESEP, and often the first one people try.

Start now, not this weekend

The exercise takes twenty minutes. It needs no preparation, no special inspiration, no perfect moment. It just needs you to sit down and tell the truth to someone who will know it anyway.

A first line, if you need one: "I'm writing to you on [date], from [where you are], and here's where I am."

The rest comes on its own. It's already there.

Go further

Looking to write a letter specifically for your child's 18th birthday? Guide: writing a letter for their 18th birthday →