I often really wish I lived in a time when people still wrote letters. I'm not very good at a lot of things, but—for what it's worth—I think I write some pretty decent letters.
Like most people, though, I haven't sent a letter in years.
It's not that the new mediums that we use don't have a space for written communication. In fact, I really appreciate the fact that I almost never have to talk on the phone now. It's just that when it comes to saying anything that's half-important, I don't think being a really good text-message writer gets me nearly as far in life as being a really good letter writer would have.
I think there are a couple reasons for this.
The first is obvious I think: it just takes some effort to write and send a letter, so the fact that you did it lends an amount of authority to whatever it was you were trying to say. At the same time, sitting down to read and understand a letter takes some effort as well, and knowing that I'm asking that commitment of someone usually causes me to think harder about how I'm trying to say whatever it is I'm trying to say.
There's another reason, though, that I think is even more important. Letters are just a longer form of writing than we use for any kind of personal communication today. And, while I don't deny there's an art form in writing devastatingly concise tweets, I think being able to wrestle with thoughts and ideas through a long-form letter, in which you actually take the time to care for all the premises and assumptions and room for misunderstanding or hurt feelings that get thrown to the wind in the text message, and then still ultimately say exactly what you want to, is incomparably better.
It's like being a master go-kart driver, vs. a master F-1 driver.
Of course, there are exceptional situations where I send someone a 200+ word email or Facebook message. But those are extremely rare, and I always feel like it's awkward afterword, like "why didn't we just have a chat about this? The technology is there."
But I'm really bad at having chats. So where in another place and time, expressing a complicated series of thoughts or emotions to someone in writing would have been a great skill, I feel like now it's inevitably just seen as something that I hide behind. Because, really, in light of how quickly and easily I could talk to anyone at anytime, it really is.