The Road Not Taken
How we talk about our choices

“We, at the height, are ready to decline. There is a tide in the affairs of men Which, taken at the flood, leads on to fortune; Omitted, all the voyage of their life Is bound in shadows and in miseries. On such a full sea are we now afloat; And we must take the current when it serves Or lose our ventures.” — William Shakespeare, 1599
In Friday’s edition of Timeless & Timely (“The Choices We Make”), one of the timeless links was to Robert Frost’s poem “The Road Not Taken.”
And I promised to follow up on that with some additional thoughts.
It’s probably his best-known poem, having inspired so many other creative outputs from others: books, commercials, episode titles for a dozen TV shows… In fact, it may be the best-known American poem of all time.
It begins:
“Two roads diverged in a yellow wood,
And sorry I could not travel both”
And concludes with the iconic lines:
“I took the one less traveled by,
And that has made all the difference.”
But when making a reference to the point of this poem, most people get it wrong.
Our initial instinct is to view this poem as a celebration of individualism — of making a conscious choice and going in a direction that others might not.
But if you read it again, one road isn’t less traveled.
Frost writes:
“I took the other, as just as fair,” and “the passing there / Had worn them really about the same.”
So the narrator knew that both paths were comparable. And he simply chose one of them, as it looked just as good as the other.
There has to be some reassurance in that. When we make a choice down an unknown path, we warmly welcome any clue that can provide more certainty.
And there’s always the temptation, after we’ve made our choice, to convince others that we knew what we were doing all along.
This is exactly what happens in the poem.
Look again: when he writes:
“I shall be telling this with a sigh
Somewhere ages and ages hence,”
Meaning that one day in the future, he’ll be recounting this moment in time — what will he do then?
He’ll tell everyone:
“Two roads diverged in a wood, and I—
I took the one less traveled by,
And that has made all the difference.”
So this isn’t really about making an uninformed choice; it’s about how we concoct stories to make a narrative about our choices.
Or put another way, it’s how we look back at a situation and romanticize it a bit. Or justify our decision. Or infuse it with details, embellished with larger figures and more expansive descriptions that we didn’t notice when we were in the moment.
Don’t you think it’s reasonable to believe there were embellishments and improvements along Frost’s way?
Of course there were. I mean, who’s going to want to read or listen to a poem about a guy who comes to two grassy paths and just picks one at random?
So in that respect, yes, it’s about choices. But it’s also about the choice to tell a story in a certain way. And each of us faces that every day as we choose to create our own narrative or a message for a brand or company.
As storytellers, we choose which details are essential to include, and which are superfluous to the story. In doing so, we capture the imagination and attention of the people we’re trying to reach, whether they’re in a room with us or in front of a screen somewhere.
The conditions in which we do this are ever-changing: room size, platforms, moods, competing priorities, staff…
And so elements of our narrative change accordingly. But always leading on to something better.
And if we’re reassured in our decision while telling our stories, all the better.
Thanks, and I’ll see you on the internet.
One more thing…
Two things happened last week that made me come to a conclusion (that’s the one thing) I’d like to share with you.
As I prepared last week’s essay (and you may have noticed there was only one—a free version of the Premium subscription—I was feeling overwhelmed. I was trying to get out the door to my son’s hockey tournament (they won both games, incidentally) and balancing a number of other responsibilities.
Then, over the weekend, I received an email from a longtime subscriber who had to pause his subscription because he couldn’t keep up with all of the updates.
And then I realized…
It’s too much.
It may be too much for you. And it’s definitely become too much for me.
I’m turning these essays into a book of some form, and I need time to do that. Plus, I need time to work with clients, give speeches, and host a podcast (three podcasts, actually).
So I’m cutting back.
Timeless & Timely will be published every other Tuesday, with a paid version for subscribers every alternate Friday.
Off the Clock will appear every other Saturday, on the same week as the free version of Timeless & Timely.
The Timeless Leadership podcast will be released weekly on Thursdays when in season.
This will allow me to hold Office Hours (a paid subscriber-only benefit) and post additional essays when I have the time or the inclination.
As always, thanks for being a subscriber.
And if you’re not yet a subscriber, or if someone sent this to you, let’s fix that.
I love how you used these fabulous poems to tell a compelling story. Bravo! And fully support your choice to step back to achieve balance.
That was excellent! You're 100% correct; that poem is never repurposed with its proper intent. That said, maybe the fact that it can be used both ways is a testament to its popularity and excellence.
I can also say as a paying subscriber and focus group of one, don't overwork yourself! Your writing and thoughts sit with me all week. I would never feel slighted in the least if you even went to once a month. Your pearls (of wisdom) are priceless, my friend.