Some months ago a young man I know texted me with his thanks for a letter I’d sent. He apologized at length for not writing back because, as he said, “No one ever taught me how to write a letter.” Feeling his plight, I took it upon myself to make an offering and sent him a polished case containing some very nice stationery and an array of colorful postage stamps, all accompanied by the following letter:

_______________________________________

Dear Noah,

A letter is a most remarkable thing. It is very much like a diary that is shared one page at a time. Writing a letter to another person is the most traditional and effective manner of putting yourself out into the world. It is also very personal, which is why I believe so few are willing to risk it.

A Letter need not be a novel. Nor any kind of fiction. A letter will always be your best opportunity to say precisely what you want to say in exactly the way you want to say it. Even if it’s just to say, “Hello. How are you?” Some of the most delightful letters I’ve ever received have been two or three sentences long. But even a letter so brief can be wonderful, and quite revealing of the sender’s personality. Whether offering sympathy for an injury or loss, lending reassurance during a period of turmoil, or simply to share an amusing story, a letter can do many magical things.

As people we are deeply mysterious creatures who rarely catch a glimpse of someone else’s truth. But I encourage you to embrace the act of letter writing. If you keep copies of what you write, they become pieces of your own truth that you can reassemble years from now into a clearer picture—not necessarily of who you were back then, but of the person you were in the process of becoming. We are forever evolving as people. No one ever arrives at being just one person with just one set of values. Good people, inquisitive open minded people, are always in the process of “becoming”. They take in new information all the time and are always absorbing. My father is 102-years-old and is still learning new things every day. He is one of the smartest, most decent, peaceful, and happy people I have ever known.

So please, write letters. When you read them back to yourself many years from now they will give you an amazing perspective of the journey you have taken as a person, a citizen, and as a creature of value. Any letters you receive in return can also be wonderful snapshots of the best people in your life. Most importantly though, the ability to write a good letter is something people will prize in you above all other gentlemanly traits.

HOW TO WRITE A LETTER

STEP ONE: Be Honest

Write your letters in the simplest, cleanest language you can manage. Express your thoughts on any subject that strikes your fancy. But don’t be fancy. And always be honest. My mother told me, “If you can’t say something nice about someone, then don’t say anything at all.” I noticed that when she remarked on someone not particularly pleasant, she found a way of expressing it diplomatically such as, “He wasn’t as social as one might have hoped.” or “We didn’t really get along but I’m sure she was giving it her best effort.”

When people have wronged me and I am describing what they did in a letter, I rely on diplomacy as well. If I’m discussing a third party in a letter (or in face-to-face encounters) I choose my words carefully. I pretend that if the person I’m writing about were ever to see this letter and read how I described them, they would not see me as cruel, but honest. It’s the decent thing to do, keeps me from being a gossip, and inspires me to follow my better angels. If you need to write about someone who has hurt you, by all means tell the truth. But never be mean about it.

And one more thing, if I have made a mistake or behaved badly, I am quick to admit my error and apologize. A letter is good for that too. In this day and age owning your faults is practically unheard of because nobody does that. But if you do it, you will be seen as incredibly mature. I want you to be that very rare exception—the one person people admire, respect and, most important of all, trust. We will always have the highest regard for anyone with the confidence to admit they are human. That brand of courage is in short supply these days. Saying you’re sorry is not a sign of weakness. It is a sign of consideration for others and all the very best people do it.

STEP TWO: Be Brief

Nobody likes people who ramble. Especially when they’ve nothing of substance to relate. Personally, I’ve never been comfortable speaking to people and have become expert at hiding my bashfulness. But at heart I’m still incredibly shy, feeling I hardly have anything worthwhile to say. Another trick of my mother’s was to ask questions: “If you don’t know what to say to someone, ask them about themselves. People always like to talk about themselves.” Of course the secret is to actually listen to what they’re saying. It allows you to engage and even redirect the conversation. Of course when it comes to writing a letter, this logic works by mentioning some event that’s going on and turning your narrative into a query. “I had a rough week. I’m curious what you do to take your mind off your troubles.” Or… “Nobody ever mentions my great grandparents and I sometimes wonder if maybe there’s a criminal in our family tree that no one talks about. Does your family ever discuss your ancestors?”

If you can’t think of much to say, questions are usually a safe way to proceed. At the very least, it demonstrates your interest in them. You don’t have to fill up pages and pages. Everybody (and I mean everybody) loves receiving a letter. That you took the time to sit down and lay a few kind paragraphs on paper, place it in an envelope, add a stamp, and mail it will absolutely make them feel truly valued. If they actually write back, even better.

Be prepared for most people not to write back. But don’t think that means they don’t value you too. It’s a just that a lot of folks, like yourself, believe they don’t know how to write a letter. Prove them wrong. Keep writing. We learn by doing.

STEP THREE: Be Hopeful

Finding a letter in the mailbox is almost certain to generate the biggest smile. Imagine that feeling when you receive a letter from someone else. And knowing how rarely people send actual letters, you can appreciate how an envelope with your return address on it will be cause for them to celebrate. Don’t disappoint them.

While it’s not your job to cheer up the world, and there’s no law that says a letter must only be good news, remember that people get enough bad news everywhere else in their lives. So try to remain curious about what’s going on in their life, how it’s affecting them, and if there might be a positive perspective you can offer. If there is bad news to relate, then be gentle. But for the most part, focus on hopeful conversation. And always end on an uplifting note.

So that’s it.

I know I’ve written a lot to you here. But please don’t be intimidated by all these “words”. They’re just words. You told me that no one ever taught you how to write a letter, which I love. Because it’s something you have no experience with and would like to try. We are at our most genuine when asking for help.

So now,… write me a letter.

Take a page and start at the top with the date. Dates are very important. I like to do my dates in the European fashion: Day first / Month second / Year last. It appeals to my sense of continuity with the smallest increment building to the greatest. However most Americans write the date as: Month first / Day second / Year last—perhaps because we are so used to saying it that way aloud. Use whichever feels right for you.

Next write, “Dear Michael,”.

Then write two or three or four sentences about anything at all that comes to mind. Keep it brief and upbeat. But honest. Remember, I’ll be so thrilled to have gotten a letter—which rarely happens for me—that it really won’t matter how long or short the writing is.

Next do a pleasant sign off. (“Sincerely,” or “Regards,”, or “With hopes that you are well,”.)

And finally, sign it.

Fold the letter neatly, place it in an envelope, and seal it gently. When you address the envelope be sure to print very clearly so there’s no chance they will not be able to read it at the post office. Few things are more disappointing than getting your own letter returned because it was “undeliverable” with the wrong address, or that the post office could not decipher your handwriting.

Your name and address go in the upper left corner on the front of the envelope, my name and address half way down and nicely centered, and lastly, a stamp gets securely fastened in the upper right corner.

Most home mailboxes have a red flag on the side. If yours has one you can place your letter in your mailbox and raise the red flag. When this flag is in the “up” position it tells the mail carrier that there is “outgoing” mail in the box and they will collect it, put the red flag back down, and take the letter with them to the post office. If you do not trust this method or you prefer to mail it yourself, you can deposit your letter in a public mailbox, leave it at an authorized postal center, or mail it at an official U.S. Post Office.

On a personal note, if my letter is going to someone for whom I have great affection, after I fold the finished letter, I touch my lips to it before it goes in the envelope. The recipient will never know that I enclosed a kiss. But I’ll know.

If you decide to take up letter writing trust me when I say it will be one of the most rewarding things you will do in your life. I’m proud of you and can’t wait to hear stories of your continued progress.

With very best wishes,

Michael

____________________________________

It’s been almost a year since I sent this package and I’ve yet to receive a response from him. I don’t know that I will. But then again, I never expect reciprocation for any letter I write. The joy is always in the sending. Though I do wonder if perhaps my parcel to him ought to have included a pen.