What I Keep Not Writing

Seven stories in the document. The sentence above them still blank. I think I finally understand why.

Leigh Sutton
Leigh Sutton Corporate lifer. Aspiring free agent. 4 min read
A neatly lined open notebook with a white pen on a dark wooden table, ready for notes.
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I opened the document at 7:14 this morning. Same as every morning this week. That’s not quite right. I opened it Monday. Tuesday I didn’t. Wednesday I’m not sure. I opened it this morning, which is the part that matters.

Seven stories. That’s what I have in there. Seven detailed accounts of accounts I pulled back from the edge in the last four years: companies that were two weeks from nonrenewal when someone called the right person in the right way and finally named the actual problem. I wrote them with numbers, because that is how I think and that is what I will need when a potential client asks me to prove this is real.

The sentence at the top is still blank.

I have tried versions. “I help enterprise software companies keep the accounts they’re already about to lose.” Too passive, and the word lose does more damage than it earns. “I specialize in the final sixty days of enterprise contract renewal, when most losses are already baked in.” More accurate, but it reads like a LinkedIn About section being performed at you. “Renewal consulting, specializing in accounts flagged at risk.” That one sounds like a job description for a position that does not exist yet.

The problem is not the words. The problem is that I cannot write the sentence without deciding which version of this is actually true.

There is the renewals consulting version, which is specific and defensible and how I would explain it to Doug if he asked tonight. There is the 60-Day Save version, which sounds more like a named service and less like a category, which might be sharper or might be a red flag that I am branding something before I have sold it once. There is the enterprise account strategy version, which keeps my options open the way a press release keeps its options open. I have written that kind of sentence for other people’s products for twenty-four years. I know exactly what it feels like from the inside. I’m not doing that.

So the sentence sits there, blank, and I sit here, trying.


This morning I also did the math I had been not doing.

Ten days until November 1. Five conversations I said I need to have. My current plan for getting to five is: wait for Marcus to respond to the email I sent two days ago, and wait for the referral contact to respond to the email I sent seven days ago. That is waiting with a deadline attached, which is not the same as a plan.

Here is the thing I have been circling without quite naming: if I cannot write the sentence, I cannot send new outreach. A cold email that says “I work in enterprise renewal strategy” is vague enough that the recipient cannot tell what they would be agreeing to talk about. A cold email that says “I help companies save accounts in the last sixty days before expiration” is specific enough that the wrong person filters themselves out and the right person thinks: yes, that’s the problem nobody is naming. The sentence is not just for the document. The sentence is the condition for the next five emails.

I did not know this until this morning. Or I knew it and was not saying it.


I sat with this until 10am, then had a standup that lasted thirty-eight minutes. I took one note I will not look at again.

After that I tried the sentence again in a new document I named “sentence working,” which tells you something about how well the morning was going. I wrote four more versions. I deleted three of them. One I have not deleted yet. It is different from the others, and I am going to sit with it for a day before I decide if it’s real.

I am not going to write it here. Not because it’s secret. Because if I write it here, I will have written it here, and what I need is to have written it there.

Twenty-two days until November 14. Ten days until November 1. The sentence is the next thing.