I shuddered when I got the email from the Motley Fool… but when the Kindle sales started rolling in!—

In May 2014, I quit my secure, full-time IT office job and I started spending my mornings writing stock analysis articles for the Motley Fool.

It was great. I was working from home. I was working for myself and doing work I didn’t dislike. I could organize my own schedule, my rates were quickly increasing, and the future was looking bright.

Then in July 2014, just a couple months after my new barefoot writer lifestyle had begun, I got the following email from the managing editor at the Motley Fool:

it is disheartening for us to say that effective today, we will not be able to continue our writing relationship and further this mission together.

This is no fault of your own; it is the simple result of our business model and the corresponding structure we’ve built. It has been our pleasure to work with you, and we hope you consider yourself a Fool for life. We certainly do.

“Well, shit,” I said to myself. “Fool for life, indeed.”

I wrote to the MF editor I had been in touch with. I asked if there was any chance I might be kept on — while hundreds of other writers were being let go. I never heard back.

I wrote to my friend, who was also writing for the MF and who got me this gig. “It sucks,” he said. “I don’t know what’s going to happen, but it’s not looking good.”

So there I was. I had no job, and I needed money. I had rent to pay, food to buy, plus I had a cat at the time, and maintaining those things in life is not exactly free.

What to do?

Getting an office job again was inconceivable. For one thing, I wasn’t sure anyone would hire me — certainly not the people at my old job. For another, it was just a matter of pride, plus the fact I had always been a bad match for office work.

I looked at my arm, and briefly considered sawing it off. But I soon realized that’s another story, although with the same structure. In any case, losing the arm wouldn’t help.

So I took a deep breath. I gritted my teeth. And I did what I always do:

I made a list of ideas. In this case the list was titled, “10 ways I could make money by the end of this month.”

#6 on that list, between #5 (stealing) and #7 (begging) was “Write and publish some Kindle books.” And that was my start as a Kindle publishing magnate.

I’ve written about this history before. But the gist of it is:

That first month, I wrote three short Kindle ebooks, on three related niche topics. The total word count was around 15,000, and 10,000 of that was reused among the three ebooks.

I sold $285 worth of books in that first month.

The next month, I wrote 3 new tiny books. And then some more. Within a few months, I had a stable of a dozen titles, and I was making a steady income that was getting close to what i was making at my IT job just a few months earlier.

Ta-da! Who needs the Motley Fool? Who needs a stupid office job?

​​I had a found a way to survive and even thrive, working for myself, on my own terms, with “up” as the only direction to go.

​​The end. Well, almost.

Yesterday, I told you about the riches-to-rags story type, which can be represented by \. The day before that, I told you about rags-to-riches, represented by /.

Combine those two, and you get \/ aka the “man in a hole” story type.

“Man in a hole” is a common format for complete stories — like that of Aron Ralston, who sawed off his own arm to survive after being pinned down by a boulder.

“Man in a hole” is an even more common plot element of bigger stories — think James Bond losing $14.5 million in a poker game in Montenegro, because he’s been suckered by the fake tell of the main villain.

Which brings up the following storywriting rule:

It matters where you cut you your story off.

For example, after those first few glorious months, my Kindle sales cratered. It turns out I wasn’t going to make a living selling $2.99 ebooks. So I got into writing sales copy for other business… then a few years later, I got back into Kindle publishing but with a different approach… then I met this guy who told me about crypto and we went to London for a conference…

You know what that’s called? That’s called rambling. It’s definitely not called storytelling.

Human brains want neatly tied-up episodes, and they want the satisfaction of having story elements fit and click.

One powerful mechanism you have to make things fit and click is the stop button. So think of the effect you want to have, and use that to decide where to cut your story off. Speaking of which—

Sign up to my email newsletter. That’s been the point of this entire email. To show you I have something interesting to say about writing and persuasion more broadly, and that I can even be entertaining about it. Are you convinced? If you are, here’s where to go.